Herbicidal sulfonamides

ABSTRACT

This invention relates to herbicidally active sulfonylurea compounds, agriculturally suitable compositions thereof and their method of use as herbicides or plant growth regulants.

RELATED APPLICATION

This application is a continuation-in-part of application U.S. Ser. No. 845,703, filed Apr. 2, 1986 which is a continuation-in-part of U.S. Ser. No. 733,906 filed May 14, 1985, both now abandoned.

BACKGROUND OF THE INVENTION

This invention relates to herbicidally active sulfonylurea compounds, agriculturally suitable compositions containing such compounds and a method of their use as herbicides or plant growth regulants.

New compounds effective for controlling the growth of undesired vegetation are in constant demand. In the most common situation, such compounds are sought to selectively control the growth of weeds in useful crops such as cotton, rice, corn, wheat and soybeans, to name a few. Unchecked weed growth in such crops can cause significant losses, reducing profit to the farmer and increasing costs to the consumer. In other situations, herbicides are desired which will control all plant growth. Examples of areas in which complete control of all vegetation is desired are areas around fuel storage tanks, ammunition depots and industrial storage areas. There are many products commercially available for these purposes, but the search continues for products which are more effective, less costly and environmentally safe.

Even though there are sulfonylurea herbicides which exhibit excellent selectivity on a number of crops while controlling weeds at very low application rates there continues to be a need for herbicides that display such selectivity while controlling weeds.

U.S. Pat. No. 4,514,211 discloses herbicidal sulfonamides of formula ##STR1## wherein L is ##STR2## R₁ is H or C₁ -C₄ alkyl; R₂ is H or C₁ -CH₄ alkyl;

R₃ is H or CH₃ ;

R₄ is H, Cl, CH₃, CF₃, OCH₃, Br, F, SCH₃ or OCF₂ H;

R₅ is H, CH₃, OCH₃, Cl, Br, NO₂, CO₂ R₇, SO₂ R₈, OSO₂ R₉, SO₂ NR₁₀ R₁₁, F, CF₃, SCH₃, OCF₂ H or SO₂ N(OCH₃)CH₃ ; and

Q is O, S, SO or SO₂.

U.S. Pat. No. 4,492,596 discloses, in part, herbicidal sulfonamides of formula ##STR3## wherein Q is O, S or SO₂ ;

R is H or CH₃ ;

R₁ is H, CH₃, OCH₃, Cl, Br, CO₂ R₅, SO₂ R₆, OSO₂ R₇ or SO₂ NR₈ R₉ ;

R₂ and R₃ are independently H or C₁ -CH₃ alkyl; and

R₄ is H or CH₃.

U.S. Pat. No. 4,370,479 discloses herbicidal sulfonamides of formula ##STR4## wherein A¹ is H, F, Cl, Br, CH₃ O or NO₂ ;

A and A² are independently C(O)QR⁸, C(T)R⁹, Cl, F, Br, NO₂, CH₃, SO₂ NR¹ R², SO₂ N(CH₃)(OCH₃), S(O)_(n) R³, OR³, OSO₂ R³ Or OSO₂ CF₃ ;

B is SO₂ NHC(W)NR⁴ R⁵ or SO₂ N═C(WR⁶)NHR⁵.

U.S. Pat. No. 4,465,506 discloses, in part, herbicidal sulfonamides of formula ##STR5## wherein L is SO₂ NHC(O)NR₁₀ R₁ ;

R is H, Cl, Br, NO₂, QR₂, CO₂ R₃, SO₂ NR₅ R₆, SO₂ N(OCH₃)CH₃, OSO₂ R₇ or C₁ -C₃ alkyl;

R₈ is H, CH₃ or Cl; and

R₉ is H or CH₃.

U.S. Pat. No. 4,369,320 discloses, in part, herbicidal sulfonamides of formula ##STR6## wherein A is ##STR7## and R₁ is H, F, Cl, Br, OCH₃, CH₃, NO₂, CO₂ R₂, S(O)_(n) R₃, SO₂ NR₄ R₅, SO₂ N(OCH₃)CH₃ or OSO₂ R₆.

No. EP-A-107,979 (published May 9, 1984) discloses herbicidal sulfonamides of formula ##STR8## wherein J is, in part, ##STR9## R₁ is H, F, Cl, Br, CH₃, OCH₃, CF₃, SCH₃ or OCF₂ H;

R₂ is H or CH₁ -C₄ alkyl;

R₃ and R₄ are independently H, C₁ -C₄ alkyl, Cl or Br; and

R₅ is H or CH₃.

South African Patent Application No. 83/5165, published Jan. 16, 1984, discloses herbicidal sulfonylureas of the general structure shown below: ##STR10## wherein A is an unsubstituted or substituted bridge of 3 or 4 atoms which contains 1 or 2 oxygen, sulfur or nitrogen atoms and, together with the linking carbon atom, forms a non-aromatic 5- or 6-membered heterocyclic ring system, with the proviso that two oxygen atoms are separated by at least one carbon atom and that oxygen and sulfur atoms are only linked to each other if the sulfur atom takes the form of the --SO-- or SO₂ -- group; and

R₁ is H, halogen, NO₂, C₁ -C₄ alkyl, C₁ -C₄ haloalkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ alkoxycarbonyl, C₁ -C₄ alkylthio, C₁ -C₄ alkylsulfinyl, C₁ -C₄ alkylsulfonyl or C₂ -C₅ alkoxyalkoxy.

No. EP-A-123,303 (published Oct. 31, 1984) discloses herbicidal sulfonamides of formula ##STR11## wherein R is H, halogen, CH₃, NO₂, alkoxycarbonyl, alkylsulphonyl, aminocarbonyl, mono- or dialkylaminocarbonyl, alkoxy (optionally substituted by 1-3 halogen), alkynyloxy, aryloxy or NR₇ COR₈ ;

R₁, R₂, R₃ and R₄ are H or CH₃ ; or CR₁ R₂ and CR₃ R₄ are C═O.

South African Patent Application No. 84/3522 (published Nov. 11, 1984) discloses herbicidal sulfonamides of formula ##STR12## wherein R₁ is H, halogen, NO₂, C₁ -C₄ alkyl, C₁ -C₄ haloalkyl, CN, XR⁵, COXR⁶, CONR⁷ R⁸, SOR⁹ or SO₂ R¹⁰ ;

A is an unsubstituted or substituted unsaturated bridge of 4 atoms, of the formula --CH═CH--Y--, wherein Y is a bridge member of 2 atoms which is selected from the series consisting of --NH--CO--, --NH--SO₂ --, --S--CO--, --S--SO₂ --, --O--CO-- or --O--SO₂ --.

A part of this disclosure is carried by U.S. Pat. No. 4,589,911, issued May 20, 1986.

SUMMARY OF THE INVENTION

Novel compounds have been found of the formula ##STR13## wherein J is ##STR14## n is 0 or 1; W is O or S;

Q is O, S, SO or SO₂ ;

R is H or CH₃ ;

R₁ is H or CH₃ ;

R₂ is H or C₁ -C₃ alkyl;

R₃ is H or CH₃ ;

R₄ is C₃ -C₆ cycloalkyl, C₅ -C₆ cycloalkenyl, ##STR15## Si(CH₃)₂ (C₁ -C₄ alkyl), Si(CH₃)₂ (C₂ -C₄ alkenyl), Si(CH₃)₂ (C₁ -C₃ alkoxy), ##STR16## P(O)(CH₃)₂, P(O)(OCH₃)₂, CN, C₁ -C₄ alkylcarbonyl, C₃ -C₄ cycloalkylcarbonyl, NR₉ R₁₀ or C₁ -C₂ alkyl substituted with C₃ -C₅ cycloalkyl, C₁ -C₃ alkoxy, C₁ -C₃ haloalkoxy, C₂ -C₃ alkenyloxy, C₂ -C₃ haloalkenyloxy, C₁ -C₃ alkylthio, C₁ -C₃ haloalkylthio, C₁ -C₃ alkylsulfinyl, C₁ -C₃ alkylsulfonyl, C₁ -C₃ haloalkylsulfinyl, C₁ -C₃ haloalkylsulfonyl, Si(CH₃)₂ (C₁ -C₄ alkyl), NO₂, CN, C₁ -C₂ alkylcarbonyl, OH, NR₉ R₁₀, CO₂ (C₁ -C₃ alkyl), SCN, P(O)(OCH₃)₂ or SO₂ NR₁₁ R₁₂ ;

R₅ is H or C₁ -C₂ alkyl;

R₆ is H or CH₃ ;

R₇ is H or CH₃ ;

R₈ is H, F, Cl, Br, CH₃, OCH₃ or SCH₃ ;

R₉ is H or C₁ -C₃ alkyl;

R₁₀ is H or C₁ -C₃ alkyl; or

R₉ and R₁₀ may be taken together to form (CH₂)₄, (CH₂)₅ or CH₂ CH₂ OCH₂ CH₂ ;

R₁₁ and R₁₂ are independently H or C₁ -C₃ alkyl;

R₁₃ is H, C₁ -C₃ alkyl, Cl or Br;

R₁₄ is H, CH₃, Cl or Br;

A is ##STR17## X is H, C₁ -C₄ alkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ haloalkyl, C₁ -C₄ haloalkylthio, C₁ -C₄ alkylthio, halogen, C₂ -C₅ alkoxyalkyl, C₂ -C₅ alkoxyalkoxy, amino, C₁ -C₃ alkylamino, di(C₁ -C₃ alkyl)amino or C₃ -C₅ cycloalkyl;

Y is H, C₁ -C₄ alkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ haloalkylthio, C₁ -C₄ alkylthio, C₂ -C₅ alkoxyalkyl, C₂ -C₅ alkoxyalkoxy, amino, C₁ -C₃ alkylamino, di(C₁ -C₃ alkyl)amino, C₃ -C₄ alkenyloxy, C₃ -C₄ alkynyloxy, C₂ -C₅ alkylthioalkyl, C₂ -C₅ alkylsulfinylalkyl, C₂ -C₅ alkylsulfonylalkyl, C₁ -C₄ haloalkyl, C₂ -C₄ alkynyl, azido, cyano, ##STR18## or N(OCH₃)CH₃ ; m is 2 or 3;

Q₁ and Q₂ are independently O or S;

R_(a) is H or C₁ -C₃ alkyl;

R_(b) and R_(c) are independently C₁ -C₃ alkyl;

Z is CH, N, CCH₃, CC₂ H₅, CCl or CBr;

Y₁ is O or CH₂ ;

X₁ is CH₃, OCH₃, OC₂ H₅ or OCF₂ H;

X₂ is CH₃, C₂ H₅ or CH₂ CF₃ ;

Y₂ is OCH₃, OC₂ H₅, SCH₃, SC₂ H₅, CH₃ or CH₂ CH₃ ;

X₃ is CH₃ or OCH₃ ;

Y₃ is H or CH₃ ;

X₄ is CH₃, OCH₃, OC₂ H₅, CH₂ OCH₃ or Cl;

Y₄ is CH₃, OCH₃, OC₂ H₅ or Cl; and

Z₁ is CH or N;

and their agriculturally suitable salts; provided that

(a) when X is Cl, F, Br or I, then Z is CH and Y is OCH₃, OC₂ H₅, N(OCH₃)CH₃, NHCH₃, N(CH₃)₂ or OCF₂ H; and

(b) when X or Y is C₁ haloalkoxy, then Z is CH;

(c) when W is S, then R is H, A is A-1, Z is CH or N, and Y is CH₃, OCH₃, OC₂ H₅, CH₂ OCH₃, C₂ H₅, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C.tbd.CH, OCH₂ CH₂ OCH₃, CH(OCH₃)₂ or ##STR19##

(d) when R₁ is CH₃, then n is O;

(e) when J is J-6, then R₁ and R₂ are not both H;

(f) when the total number of carbons of X and Y is greater than four, then the number of carbons of R₄ must be less than or equal to three;

(g) X₄ and Y₄ may not simultaneously be Cl;

(h) when J is J-12, then R₄ is other than C₁ -C₄ alkylcarbonyl; and

(i) when J is J-9, then R₄ is other than CN.

An embodiment of the invention are compounds of Formula I as defined above wherein:

J is J-1, J-2 or J-3;

R₂ is H or CH₁ -C₂ alkyl;

R₄ is C₃ -C₆ cycloalkyl, C₅ -C₆ cycloalkenyl, ##STR20## Si(CH₃)₂ (C₁ -C₄ alkyl), Si(CH₃)₂ (C₂ -C₄ alkenyl), Si(CH₃)₂ (C₁ -C₃ alkoxy), ##STR21## P(O)(CH₃)₂, P(O)(OCH₃)₂, NR₈ R₉ or C₁ -C₂ alkyl substituted with C₃ -C₅ cycloalkyl, C₁ -C₃ alkoxy, C₁ -C₃ haloalkoxy, C₂ -C₃ alkenyloxy, C₂ -C₃ haloalkenyloxy, C₁ -C₃ alkylthio, C₁ -C₃ haloalkylthio, C₁ -C₃ alkylsulfinyl, C₁ -C₃ alkylsulfonyl, C₁ -C₃ haloalkylsulfinyl, C₁ -C₃ haloalkylsulfonyl, Si(CH₃)₂ (C₁ -C₄ alkyl), NO₂, CN, CO₂ (C₁ -C₃ alkyl), SCN, P(O)(OCH₃)₂ or SO₂ NR₁₀ R₁₁ ;

A is ##STR22## Y is H, C₁ -C₄ alkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ haloalkylthio, C₁ -C₄ alkylthio, halogen, C₂ -C₅ alkoxyalkyl, C₂ -C₅ alkoxyalkoxy, amino, C₁ -C₃ alkylamino, di(C₁ -C₃ alkyl)amino, C₃ -C₄ alkenyloxy, C₃ -C₄ alkynyloxy, C₂ -C₅ alkylthioalkyl, C₁ -C₄ haloalkyl, C₂ -C₄ alkynyl, azido, cyano, ##STR23## or N(OCH₃)CH₃ ; provided that

(a) when X is Cl, F, Br or I, then Z is CH and Y is OCH₃, OC₂ H₅, N(OCH₃)CH₃, NHCH₃, N(CH₃)₂ or OCF₂ H; and

(b) when X or Y is OCF₂ H, then Z is CH.

Compounds preferred for reasons relating to priority are compounds of Formula I wherein

J is J-1, J-2, J-3, J-4, J-5 or J-6;

R₄ is C₃ -C₆ cycloalkyl, C₅ -C₆ cycloalkenyl, ##STR24## Si(CH₃)₂ (C₁ -C₄ alkyl), Si(CH₃)₂ (C₂ -C₄ alkenyl), Si(CH₃)₂ (C₁ -C₃ alkoxy), ##STR25## P(O)(CH₃)₂, P(O)(OCH₃)₂, CN, NR₉ R₁₀ or C₁ -C₂ alkyl substituted with C₃ -C₅ cycloalkyl, C₁ -C₃ alkoxy, C₁ -C₃ haloalkoxy, C₂ -C₃ alkenyloxy, C₂ -C₃ haloalkenyloxy, C₁ -C₃ alkylthio, C₁ -C₃ haloalkylthio, C₁ -C₃ alkylsulfinyl, C₁ -C₃ alkylsulfonyl, C₁ -C₃ haloalkylsulfinyl, C₁ -C₃ haloalkylsulfonyl, Si(CH₃)₂ (C₁ -C₄ alkyl), NO₂, CN, NR₉ R₁₀, CO₂ (C₁ -C₃ alkyl), SCN, P(O)(OCH₃)₂ or SO₂ NR₁₁ R₁₂ ; and

Y is H, C₁ -C₄ alkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ haloalkylthio, C₁ -C₄ alkylthio, halogen, C₂ -C₅ alkoxyalkykl, C₂ -C₅ alkoxyalkoxy, amino, C₁ -C₃ alkylamino, C₂ -C₅ alkylsufinylalkyl, di(C₁ -C₃ alkyl)amino, C₃ -C₄ alkenyloxy, C₃ -C₄ alkynyloxy, C₂ -C₅ alkylthioalkyl, C₂ -C₅ alkylsulfonylalkyl, C₁ -C₄ haloalkyl, C₂ -C₄ alkynyl, azido, cyano, ##STR26## or N(OCH₃)CH₃ ; under the provisos (a) through (f) except that in proviso (b), Z is CH when X or Y is OCF₂ H.

In the above definitions, the term "alkyl", used either alone or in compound words such as "alkylthio" or "haloalkyl", denotes straight chain or branched alkyl, e.g. methyl, ethyl, n-propyl, isopropyl or the different butyl isomers.

Alkoxy denotes methoxy, ethoxy, n-propyloxy, isopropyloxy and the different butyl isomers.

Alkenyl denotes straight chain or branched alkenes, e.g. vinyl, 1-propenyl, 2-propenyl, 3-propenyl and the different butenyl isomers.

Alkynyl denotes straight chain or branched alkynes, e.g. ethynyl, 1-propynyl, 2-propynyl and the different butynyl isomers.

Alkylsulfonyl denotes methylsulfonyl, ethylsulfonyl and the different propylsulfonyl and butylsulfonyl isomers.

Alkylthio, alkylsulfinyl, alkylamino, etc. are defined analogously to the above examples.

Cycloalkyl denotes cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl.

The term "halogen", either alone or in compound words such as "haloalkyl", denotes fluorine, chlorine, bromine or iodine. Further, when used in compound words such as "haloalkyl" said alkyl may be partially halogenated or fully substituted with halogen atoms and said halogen atoms may be the same or different. Examples of haloalkyl include CH₂ CH₂ F, CF₂ CF₃ and CH₂ CHFCl.

The total number of carbon atoms in a substituent group is indicated by the C_(i) -C_(j) prefix where i and j are numbers from 1 to 6. For example, C₁ -C₃ alkylsulfonyl would designate methylsulfonyl through propylsulfonyl, C₂ alkoxyalkoxy would designate OCH₂ OCH₃, C₂ cyanoalkyl would designate CH₂ CN and C₃ cyanoalkyl would designate CH₂ CH₂ CN and CH(CN)CH₃.

Preferred for reasons of increased ease of synthesis and/or greater herbicidal efficacy are:

(1) Compounds of Formula I where

R₄ is C₃ -C₆ cycloalkyl, C₅ -C₆ cycloalkenyl, ##STR27## Si(CH₃)₂ (C₁ -C₄ alkyl), Si(CH₃)₂ (C₂ -C₄ alkenyl), Si(CH₃)₂ (C₁ -C₃ alkoxy, ##STR28## P(O)(CH₃)₂, P(O)(OCH₃)₂, C₁ -C₄ alkylcarbonyl, C₃ -C₄ cycloalkylcarbonyl, NR₉ R₁₀ or C₁ -C₂ alkyl substituted with C₃ -C₅ cycloalkyl, C₁ -C₃ alkoxy, C₁ -C₃ haloalkoxy, C₂ -C₃ alkenyloxy, C₂ -C₃ haloalkenyloxy, C₁ -C₃ alkylthio, C₁ -C₃ haloalkylthio, C₁ -C₃ alkylsulfinyl, C₁ -C₃ alkylsulfonyl, C₁ -C₃ haloalkylsulfinyl, C₁ -C₃ haloalkylsulfonyl, Si(CH₃)₂ (C₁ -C₄ alkyl), NO₂, CN, C₁ -C₂ alkylcarbonyl, OH, NR₉ R₁₀, CO₂ (C₁ -C₃ alkyl), SCN, P(O)(OCH₃)₂ or SO₂ NR₁₁ R₁₂.

(2) Compounds of Formula I where

W is O;

R is H;

X is C₁ -C₂ alkyl, C₁ -C₂ alkoxy, Cl, F, Br, I, OCF₂ H, CH₂ F, CF₃, OCH₂ CH₂ F, OCH₂ CHF₂, OCH₂ CF₃, CH₂ Cl or CH₂ Br; and

Y is H, C₁ -C₂ alkyl, C₁ -C₂ alkoxy, CH₂ OCH₃, CH₂ OCH₂ CH₃, NHCH₃, N(OCH₃)CH₃, N(CH₃)₂, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C.tbd.CH, OCH₂ CH₂ OCH₃, CH₂ SCH₃, CH₂ SCH₂ CH₃, OCH₂ CH₂ OCH₃, ##STR29## OCF₂ H, SCF₂ H, C.tbd.CH or C.tbd.CCH₃ ; and Z is CH or N; and

when R₄ is meta to the sulfonylurea bridge, then it is selected from CH₂ OCH₃, CH₂ OCH₂ CH₃, CH₂ CH₂ OCH₃, CH₂ SCH₃, CH₂ SCH₂ CH₃, CH₂ CH₂ SCH₃, CH₂ CN, NH₂, NHCH₃, N(CH₃)₂ or CH₂ OH.

(3) Compounds of Preferred 2 where

R₄ is C₃ -C₆ cycloalkyl, C₅ -C₆ cyclolkenyl, cyclopropylmethyl, Si(CH₃)₃, NH₂, NHCH₃, N(CH₃)₂, CH₂ P(O)(OCH₃)₂, CHO, C(O)CH₃, CH₂ CHO, CH₂ CO₂ CH₃ or C₁ -C₂ alkyl substituted with C₁ -C₂ alkoxy, C₁ -C₂ alkylthio, C₁ -C₂ alkylsulfinyl, C₁ -C₂ alkylsulfonyl, CN, OH or SO₂ N(CH₃)₂.

(4) Compounds of Preferred 3 where A is A-1.

(5) Compounds of Preferred 4 where

R₁ is H;

R₂ is H or CH₃ ;

R₃ is H;

R₅ is H or CH₃ ;

R₆ is H;

R₇ is H;

R₈ is H;

R₁₃ is H, CH₃ or Cl;

R₁₄ is H, CH₃ or Cl; and

Q is O, S or SO₂.

(6) Compounds of Preferred 5 where

R₄ is ortho to the sulfonylurea bridge and is selected from Si(CH₃)₃, NH₂, NHCH₃, N(CH₃)₂, CH₂ OCH₃, CH₂ OCH₂ CH₃, CH₂ CH₂ OCH₃, CH₂ SCH₃, CH₂ SCH₂ CH₃, CH₂ CH₂ SCH₃, CH₂ SO₂ CH₃, CH₂ SO₂ CH₂ CH₃, CH₂ CH₂ SO₂ CH₃, CH₂ CN, CH₂ CH₂ CN or CH₂ CH₂ SO₂ N(CH₃)₂ ;

X is CH₃, OCH₃, OCH₂ CH₃, Cl, OCF₂ H or OCH₂ CF₃ ; and

Y is CH₃, OCH₃, C₂ H₅, CH₂ OCH₃, NHCH₃, CH(OCH₃)₂ or cyclopropyl.

(7) Compounds of Preferred 6 where J is J-1.

(8) Compounds of Preferred 6 where J is J-2.

(9) Compounds of Preferred 6 where J is J-3.

(10) Compounds of Preferred 6 where J is J-4.

(11) Compounds of Preferred 6 where J is J-5.

(12) Compounds of Preferred 6 where J is J-6.

(13) Compounds of Preferred 6 where J is J-7.

(14) Compounds of Preferred 6 where J is J-8.

(15) Compounds of Preferred 6 where J is J-9.

(16) Compounds of Preferred 6 where J is J-10.

(17) Compounds of Preferred 6 where J is J-11.

(18) Compounds of Preferred 6 where J is J-12.

(19) Compounds of Preferred 6 where J is J-13.

(20) Compounds of Preferred 7 where Q is SO₂.

(21) Compounds of Formula I where

J is J-1, J-2, J-3, J-4, J-5 or J-6; and

R₄ is C₃ -C₆ cycloalkyl, C₅ -C₆ cycloalkenyl, ##STR30## Si(CH₃)₂ (C₁ -C₄ alkyl), Si(CH₃)₂ (C₂ -C₄ alkenyl), Si(CH₃)₂ (C₁ -C₃ alkoxy), ##STR31## P(O)(CH₃)₂, P(O)(OCH₃)₂, CN, NR₉ R₁₀ or C₁ -C₂ alkyl substituted with C₃ -C₅ cycloalkyl, C₁ -C₃ alkoxy, C₁ -C₃ haloalkoxy, C₂ -C₃ alkenyloxy, C₂ -C₃ haloalkenyloxy, C₁ -C₃ alkylthio, C₁ -C₃ haloalkylthio, C₁ -C₃ alkylsulfinyl, C₁ -C₃ alkylsulfonyl, C₁ -C₃ haloalkylsulfinyl, C₁ -C₃ haloalkylsulfonyl, Si(CH₃)₂ (C₁ -C₄ alkyl), NO₂, CN, NR₉ R₁₀, CO₂ (C₁ -C₃ alkyl), SCN, P(O)(OCH₃)₂ or SO₂ NR₁₁ R₁₂.

Specifically preferred for reasons of their expected greatest ease of synthesis and/or greatest herbicidal efficacy are:

N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-6-(methoxymethyl)-2-methylbenzo[b]thiophene-7-sulfonamide, 1,1-dioxide, m.p. 206°-208° C.;

N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-6-(trimethylsilyl)benzo[b]thiophene7-sulfonamide, 1,1-dioxide, m.p. 188°-190° C.;

N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2,3-dihydro-6-(methoxymethyl)-2-methylbenzo[b]thiophene-7-sulfonamide, 1,1-dioxide, m.p. 184°-186° C.; and

N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-6-(cyanomethyl)-2-methylbenzo[b]thiophene-7-sulfonamide, 1,1-dioxide, m.p. 207°-209° C.

The present invention also includes agriculturally suitable compositions for controlling the growth of undesirable vegetation comprising an effective amount of the compounds of the invention and at least one of a surfactant, solid or liquid diluent.

Another embodiment of the present invention involves a method of using said compounds and compositions in controlling the growth of undesired vegetation by applying them to the locus to be protected in an effective amount.

DETAILED DESCRIPTION OF THE INVENTION Synthesis

The following discussion represents a general outline for the preparation of the compounds of this invention. All of the syntheses described below are multistep with one or more methods being taught for each step. This allows for a wide variety of possible synthetic pathways to prepare a particular compound of Formula I. The proper choice of the synthetic pathway and the best ordering of the reaction sequences for each individual compound will be known to one skilled in the art.

The compounds of Formula I can be prepared by one or more of the methods described below in Equations 1 through 5.

As shown in Equation 1, many of the compounds of Formula I where J is J₁ to J₁₃, but is not J₁₀, can be prepared by reacting a sulfonyl isocyanate (W=O) or, a sulfonyl isothiocyanate (W=S) of Formula II with an appropriate heterocyclic amine of Formula III. R, A and W are as previously defined. ##STR32##

The reaction is carried out at 25° to 100° C. in an inert, aprotic solvent such as methylene chloride or xylene for 0.5 to 24 hours as taught in U.S. Pat. No. 4,127,405.

Many of the compounds of Formula I, where J is J₁ to J₉ or J₁₁ to J₁₃ and where W is S and R is H, (Ia) can be prepared by reacting the appropriate sulfonamide of Formula IV with a heterocyclic isothiocyanate of Formula V, as shown in Equation 2. ##STR33##

The reaction is carried out at 25° to 80° C. in an inert, aprotic solvent such as acetone or acetonitrile in the presence of a base such as potassium carbonate for 0.5 to 24 hours. The required heterocyclic isothiocyanates V are prepared from the corresponding amines III which would be known to one skilled in the art as taught in EPO Publication No. 35,893.

Many of the compounds of Formula I, where J is J₁ to J₁₃ and W is O (Ib), can be prepared by reacting a sulfonylcarbamate of Formula VI with an appropriate amine of Formula III, as shown in Equation 3. ##STR34##

The reaction is carried out at 50° to 100° C. in a solvent such as dioxane for 0.5 to 24 hours. The required carbamates VII are prepared by reacting the corresponding sulfonamides IV with diphenylcarbonate in the presence of a strong base.

Compounds of Formula Ib can also be prepared, as shown in Equation 4, by reacting a heterocyclic carbamate of Formula VII with an appropriate sulfonamide of Formula IV. ##STR35##

The reaction is carried out at 0° to 50° C. in a solvent such as acetonitrile or dioxane in the presence of a non-nucleophilic base such as DBU for 0.2 to 24 hours. The required phenylcarbamate VII are prepared by reacting the corresponding heterocyclic amines III with diphenylcarbonate or phenylchloroformate in the presence of a strong base.

Many of the compounds of Formula Ib where J is J₁ to J₃ and J₈ to J₁₃ can be prepared by reacting the sulfonamides of Formula IV with an appropriate methylcarbamate of Formula VIII in the presence of an equimolar amount of trimethylaluminum, as shown in Equation 5. ##STR36##

The reaction is carried out at 25° to 40° C. in a solvent such as methylene chloride for 10 to 96 hours under an inert atmosphere. The required carbamates VIII are prepared by reacting the corresponding amines III with dimethylcarbonate or methyl chloroformate in the presence of a strong base.

The intermediate sulfonyl isocyanates (W=O) and sulfonyl isothiocyanates (W=S) of Formula II from Equation 1 can be prepared as shown in Equations 6 through 9.

As shown in Equation 6, many of the sulfonyl isocyanates of Formula IIa where J is J₁ to J₃ and J₅ to J₁₃ can be prepared by the reaction of sulfonamides of Formula IV with phosgene, in the presence of n-butylisocyanate and a tertiary amine catalyst, at reflux in a solvent such as xylene by the method of U.S. Pat. No. 4,238,621. ##STR37##

The sulfonylisocyanates can also be prepared from the sulfonamides by a two step procedure involving (a) reacting the sulfonamides with n-butylisocyanate in the presence of a base such as K₂ CO₃ at reflux in an inert solvent such as 2-butanone forming a n-butylsulfonylurea; and (b) reacting this compound with phosgene and a tertiary amine catalyst at reflux in xylene solvent. The method is similar to a procedure taught by Ulrich and Sayigh, Newer Methods of Preparative Organic Chemistry, Vol. VI, p. 223-241, Academic Press, New York and London, W. Foerst Ed.

An alternative two step procedure for preparing sulfonylisocyanates of Formula IIa where J is J₁ to J₉ and J₁₁ to J₁₃ is shown in Equation 7. ##STR38##

The sulfonamides of Formula IV are heated with excess thionyl chloride forming N-sulfinyl sulfonamides of Formula IX. The intermediate N-sulfinyl sulfonamides are heated in an inert solvent such as toluene with phosgene (e.g. 2-3 equivalents) and pyridine (e.g. 0.1 equivalents) to give sulfonyl isocyanates of Formula IIa. The method is similar to that taught by Ulrich et al. J. Org. Chem. 34, 3200 (1969).

Alternatively, as shown in Equation 8, many of the sulfonyl isocyanates of Formula IIa where J is J₁ to J₁₃ can be prepared by reacting the corresponding sulfonyl chlorides X with cyanic acid salts. ##STR39##

The reaction is carried out at 25° to 100° C. in an inert aprotic solvent such as acetonitrile for 0.5-24 hours in the presence of phosphorus pentoxide and an alkali metal salt such as lithium iodide.

Many of the sulfonyl isothiocyanates of Formula IIb where J is J₁ to J₉ and J₁₁ and J₁₃ can be prepared, as shown in Equation 9, by contacting the sulfonamides of Formula IV with carbon disulfide in the presence of two equivalents of a strong base. The resulting salt is then reacted with phosgene according to the teachings of K. Hartke, Arch. Pharm., 299, 174 (1966). ##STR40##

The sulfonamides of Formula IV where J is J₁ to J₁₃ of Equations 2, 4, 5, 6, 7 and 9 as well as the other sulfonamides required to prepare the compounds of this invention can be prepared from the corresponding sulfonyl chlorides of Formula X by contacting with either anhydrous or aqueous ammonia as shown in Equation 10. ##STR41##

The preparation of sulfonamides from sulfonyl chlorides is widely reported in the literature, for reviews see: F. Hawking and J. S. Lawrence, "The Sulfonamides," H. K. Lewis and Co., London, 1950 and E. H. Northey, "The Sulfonamides and Allied Compounds," Reinhold Publishing Corp., New York, 1948.

Alternatively, many sulfonamides IV can be prepared by dealkylation of their corresponding N-t-butyl sulfonamides XI as shown in Equation 11. ##STR42##

The reaction is carried out by contacting the N-t-butyl sulfonamide XI with a strong acid such as trifluoroacetic acid or methanolic HCl at 0° to 50° C. for 0.5 to 24 hours. The N-t-butyl sulfonamides XI are readily prepared by reacting sulfonyl chlorides X with t-butylamine and are useful either as an aid in purification, to enhance solubility for subsequent reactions such as Equation 12 below or to protect the sulfonamide function from competing with reactions at other parts of the molecule.

Many of the sulfonamides of Formula XI in which R₄ is ortho to the sulfonamide group can be prepared as in Equations 12, 13 and 14. ##STR43##

The reaction is carried out by contacting sulfonamides XIa with an appropriate organolithium reagent such as n-butyl lithium in an inert aprotic solvent such as tetrahydrofuran at -78° to 30° C. for 0.5 to 5 hours. The dilithiated intermediate XIb is contacted with an electrophile (R₄ E) for 1 to 48 hours at -78° to 50° C. to give XIc. The nature of the R₄ group will determine which of the standard isolation and purification methods one uses. Similar reaction methods are described by Lombardino, J. Org. Chem. 36, 1843 (1971). Examples of appropriate electrophiles are described by Gschwend and Rodriguez Org. React. 26, 1 (1979).

By methods similar to those described for Equation 12, many sulfonamides of Formula XIe and XIg can be prepared from sulfonamides XId and XIf, respectively as shown Equation 13. ##STR44##

Alternatively, sulfonamides of Formula XIg can be prepared by dehydrogenating sulfonamides of Formula XIc (R₁ =H) using such reagents as 2,3dichloro-5,6-dicyano-b 1,4-benzoquinone, nickel peroxide, or platinum. Use of such reagents to dehydrogenate heterocycles is described in Bianchi, J. Chem. Res(S), 311 (1971); Evans, J. Org. Chem. 44, 497 (1979); and Karakhanov, Get. Katal. Reakt, Poluch. Prev. Geteros. Soedin, 81 (1971).

Many examples of other t-butyl sulfonamides of Formula XI where R₄ is ortho to the sulfonamide group may be prepared by the method outlined in Equations 12 and 13. The reaction conditions will vary depending upon the nature of J and the R₄ groups will be obvious to one skilled in the art.

While many of the R₄ groups can be introduced directly, as described above, some of the R₄ groups may best be prepared by standard functional group manipulations upon compounds of Formulae XIc, XIe, and XIg containing an appropriate R₄ group pecursor as will be known to one skilled in the art. Some examples of these manipulations are the preparation of XIc where R₄ contains a sulfone by the oxidation of XIc where R₄ contains a thioether function, the preparation of XIg where R₄ contains CN by a displacement reaction on XIg where R₄ contains a reactive halogen, or by the preparation of XIe where R₄ contains NH₂ by the reduction of XIe where R₄ contains NO₂.

Many of the sulfonamides of Formula XI in which R₄ is attached ortho to the sulfonamide group via a single methylene unit can be prepared as exemplified in Equation 14. ##STR45##

In Equation 14 R₄ ^(') E represents a suitable electrophile which reacts to give the R₄ ^(') CH₂ (equivalent to R₄) group. The reaction is carried out under reaction conditions similar to those of Equation 12. Many sulfonamides of Formula XI may be prepared similarly from the appropriate ortho-methyl-t-butyl sulfonamides. The preparation of appropriate orthomethylsulfonamides is well known in the literature and is taught in U.S. Pat. No. 4,514,211, U.S. Pat. No. 4,492,596, U.S. Pat. No. 4,370,479, U.S. Pat. No. 4,465,506, U.S. Pat. No. 4,369,320, No. EP-A-107,979, No. EP-A-123,303, South African Patent Appln. No. 84/3522, South African Patent Appln. No. 83/5165, and the literature references cited therein.

Many sulfonamides of Formula XI can be prepared as exemplified in Equation 15. ##STR46##

In Equation 15, X' represents a halogen (F, Cl, Br, or I) or a pseudo halogen. R₄ N represents a suitable nucleophile which will be known to one skilled in the art. The halosulfonamide XIk is reacted with a suitable nucleophile R₄ N in an inert solvent such as dimethylformamide between 0° C. and 190° C. at atmospheric pressure or above for 1 to 24 hours. In some cases a catalyst may be required. Procedures for such substitutions are described in Advanced Organic Chemistry, 3rd Ed., Ch. 13, John Wiley and Sons, New York, J. March, Ed. and the references cited therein.

Many sulfonamides of Formula XI can be similarly prepared from their analogous halosubstituted sulfonamides. The appropriate halosubstituted sulfonamides are well known in the literature and may be prepared as taught in U.S. Pat. No. 4,514,211, U.S. Pat. No. 4,492,596, U.S. Pat. No. 4,370,479, U.S. Pat. No. 4,465,506, U.S. Pat. No. 4,369,320, No. EP-A-107,979, No. EP-A-123,303, South African Pat. Appln. No. 84/3522, South African Pat. Appln. No. 83/5165, and the references cited therein.

Many of the t-butyl sulfonamides of Formula XIa (Q=S) in Equation 12 and of Formula XId (Q=S) in Equation 13 can be prepared by the sequence of reactions shown in Equation 16. ##STR47## wherein R₁, R₃, R₅, R₆ and R₇ are as previously defined and in XIa the CH₂ R₅ unit is equivalent to R₂ as previously defined.

X' is a reactive halogen.

The reactions of Equation 16(a) are run in-situ. The dilithio salt of t-butylbenzenesulfonamide is prepared according to the teachings of Lombardino, J. Org. Chem. 36, 1843 (1971) and is contacted with elemental sulfur and an appropriate allyl halide to afford XII. The method is similar to those taught by Gronowitz, Acta. Chem. Scand. 21, 812 (1967). The allylthioether XII in Equation 16(b) is heated either neat or in a solvent such as quinoline at 150°-300° C. for 0.25 to 2.0 hours to cause cyclization to both XIa and XId which can be separated and purified by standard chromatography and recrystallization procedures.

Sulfonamides of Formula IV (Q=SO, SO₂) and XI (Q=SO, SO₂) can be prepared from the corresponding sulfonamides IV (Q=S) and XI (Q=S) by well known oxidation procedures. Barnard et al. have reviewed such procedures in Organic Sulfur Compounds Vol. 1, 229 Kharasch ed., Pergamon Press 1961.

Sulfonamides of Formula IV (J=J-2, Q=SO₂) can be reduced stepwise to sulfonamide IV (J=J-1, Q=S) by methods taught by Bordwell, J. Am. Chem. Soc. 77, 5939 (1955) and Bordwell, J. Amer. Chem. Soc. 73, 2251 (1951).

The sulfonyl chlorides of Formula X of Equations 8 and 10 are important intermediates for the preparation of the compounds of this invention. The syntheses of the required sulfonyl chloride intermediates where J is J₁ to J₁₃ are described in Equations 17 through 20.

As shown in Equation 17, many of the sulfonyl chlorides of Formula X can be prepared from the corresponding amines XIII. ##STR48##

The reaction involves diazotization of the amine XIII with sodium nitrite in HCl, followed by reaction of the diazonium salt with sulfur dioxide and cupric chloride in acetic acid analogous to the teachings of Yale and Sowinski, J. Org. Chem., 25, 1824 (1960).

Alternatively, sulfonyl chlorides of Formula X can be prepared by a modification of the above procedure whereby the diazotization reaction is carried out in dilute sulfuric acid and the resulting diazonium salt is reacted with sulfur dioxide, HCl and cupric chloride in a cosolvent mixture consisting of acetic acid-water (1:1) and an immiscible, inert solvent such as 1-chlorobutane or methylene chloride at 0°-40° C. for 1 to 24 hours. The method for preparing diazonium salts from benzofuranamines and benzo[b]thiopheneamines is widely reported in the literature, e.g., Bordwell and Stange, J. Am. Chem. Soc., 27, 5939 (1955); Arnold and McCool, ibid 64, 1315 (1942); Neth. Appl. No. 6,602,601; and U.S. Pat. No. 4,032,649.

Many of the sulfonyl chlorides of Formula X can also be prepared by oxidative chlorination of the corresponding thio compounds of Formula XIV as shown in Equation 18. R' is H, alkyl, benzyl or carbamoyl, R₄ does not have a thio or sulfinyl linkage and Q is not S or SO. ##STR49##

The reaction is carried out by addition of molecular chlorine or a chlorine equivalent to the thio compound in the presence of water at 0° to 80° C. in an aliphatic carboxylic acid solvent such as acetic acid or an inert organic solvent such as dichloroethane for 1 to 24 hours.

Alternatively, many of the sulfonyl chlorides of Formula X can be prepared by the two-step sequence shown in Equation 19 starting from the thio compounds XIV where R' is H (XIVa) and R₄ does not have a thio or sulfinyl linkage. ##STR50##

The thiol XIVa is contacted with excess hydrogen peroxide in the presence of base to give a sulfonic acid salt which in turn is converted to the desired sulfonyl chloride by contacting with a suitable reagent such as thionyl chloride or phosphorous pentachloride as known to one skilled in the art.

Many of the sulfonyl chlorides of Formula X where J is J₁, J₂, J₃, J₁₁, J₁₂, or J₁₃ and Q is O or S can be prepared from the corresponding lithium or Grignard reagent of Formula XV and sulfuryl chloride as shown in Equation 20. J is J₁, J₂, J₃, J₁₁, J₁₂, or J₁₃ and M represents either the lithium or MgX' moiety of the metalated reagent. ##STR51##

The metalated intermediates XV are contacted with sulfuryl chloride to afford sulfonyl chlorides X. The procedure for preparing similar sulfonyl chlorides by this method is taught by Bhattacharya et al., J. Chem. Soc. (C), 1265 (1968).

Some of the sulfonyl chlorides of Formula X may best be prepared by direct chlorosulfonation depending on the substitution pattern on the ring and the nature of the substituent as will be known to one skilled in the art. Methods for preparing many sulfonyl chlorides X by reaction with chlorosulfonic acid are taught by Hoffman, Org. Syn 60, 121 (1981); Young, J. Amer. Chem. Soc. 59, 811 (1937); and Radzhabov, Dokl. Akad. Nauk. Tadzh. SSR 16, 35 (1973).

Many of the S-arylthiocarbamates of Formula XIVb (XIV, R'=CON(CH₃)₂) can be prepared by the Newman-Kwart rearrangement starting with the corresponding phenols XVI as shown in Equation 21. ##STR52##

The phenol XVI is first reacted with N,N-dimethylthiocarbamoyl chloride in the presence of a base. The resulting O-aryl-N,N-dimethylthiocarbamate XIV is then heated at 150° C. to 300° C. for 2 to 24 hours as taught by Newman and Karnes J. Org. Chem., 31, 3980 (1966) to give the desired S-aryl-N,N-dimethylthiocarbamate XIVb. The corresponding thiols XIVa can be obtained by hydrolysis of the thiocarbamates XIVb.

Many of the sulfides of Formula XIV where R' is alkyl or benzyl can be prepared by reacting a halocompound of Formula XVIII with an appropriate mercaptan in the presence of a base as shown in Equation 22. R' is alkyl or benzyl and X' is F, Cl, Br or I. ##STR53##

The reaction is carried out in a solvent such as DMF at 25° to 150° C. for 0.5 to 24 hours. The halocompounds XVIII must not contain functionality which can be attacked by a mercaptide anion as will be known to one skilled in the art. An example of this would be where J is J₁ and R₄ was a haloalkyl group.

Many of the sulfides of Formula XIV where J is J₄, J₅ or J₆ can be prepared by methods taught in Eup. Appl. No. 107979, or simple modifications thereof, by one skilled in the art. As an example, Equation 23 outlines the preparation of sulfide XIVc (XIV: J=J-4, n=0) from an appropriately substituted sulfide of Formula XIX. ##STR54##

Many of the halocompounds XVIII of Equation 22 where J is J₁, J₂ and J₃ and Q is S or O can be prepared by the reaction sequence exemplified by the synthesis of halocompound XVIIIa (XVIII, J=J-3, R₇ =H) in Equation 24. ##STR55##

The thiophenol XXI is contacted with two equivalents of a base, such as sodium or potassium hydride, and an appropriately substituted halo acid of Formula XXII in an inert polar aprotic solvent such as THF at reflux for 2 to 24 hours. The substituted acid XXIII is formed and can be isolated and purified by standard methods well known to one skilled in the art. Acid XXIII is converted to its acid chloride and cyclized to ketone XXIV by methods similar to those described by Ong, Eur. Pat. Appl. No. 0050326. Ketone XXIV can be reduced to give halocompound XVIIIa by methods described by Martin, J. Am. Chem. Soc. 58, 1438 (1936).

By methods analogous to those described in Equation 24, one can prepare halocompounds of Formula XVIIIb (R₃ =H) from thiophenols XXI and halo acids XXIIa as shown in Equation 25. ##STR56##

The reaction methods exemplified by Equations 23, 24, and 25 can be used to prepare intermediates toward sulfonylureas of Formula I in which R₄ is meta to the sulfonamide group. These methods can also be used to prepare sulfonylureas I in which an ortho R₄ group cannot be introduced by the methods described in Equations 12, 13, 14 and 15.

Methods for preparing examples of halocompounds of Formula XVIII where J=J-2 and Q=S, SO, SO₂ are described in Ong, Eup. Pat. Appl. No. 0050326. Methods for preparing halocompounds of Formula XVIII where J=J-1 (Q=O) and J=J-2 (Q=O) are well known and are described in Goldenberg, Chim. Therap. 221 (1961) and Mustafa, Heterocyclic Compounds Vol. 29, Weisberger and Taylor eds. (1974). Methods for preparing halocompounds of Formula XVIII where J=J₄, J₅ or J₆ are described in Eup. Appl. No. 107979.

Many halocompounds of Formula XVIII in Equation 22 are also intermediates toward compounds of Formula XV of Equation 20. They can be prepared by functional group modifications of intermediate halocompounds which are known in the art. As an example, Equation 26 outlines the preparation of XVIIIa from an appropriately substituted aryl halide XXV. ##STR57##

The preparation of a variety of halocompounds which can be precursors to halocompounds of Formula XVIII is described in the literature. For example, see U.S. Pat. No. 4,465,506 and U.S. Pat. No. 4,370,479.

The amines of Formula XIII in Equation 17 can be prepared by reduction of the corresponding nitro compounds of Formula XXVI as shown in Equation 27. ##STR58##

The reduction of nitro compounds to amines can be carried out by any of several known methods as described in Preparative Organic Chemistry, 4 Ed., p. 557-563, John Wiley and Sons, New York and London, G. Hilgetag and A. Martini Ed.

Several methods for preparing amines of Formula XIII and their precursor nitro compounds XXV where J=J₁, J₂ and J₃ are described in No. EP-A-79683, U.S. Pat. No. 4,492,596, and the references cited therein. Methods for preparing nitro compounds of Formula XXVI where J=J₄, J₅, J₆, J₇, J₈ and J₉ are described in No. EP-A-107,979, U.S. Pat. No. 4,514,211 and the references cited therein.

The heterocyclic amines of Formula III in Equations 1 and 3 can be prepared by methods known in the literature, or simple modifications thereof, by one skilled in the art.

For a review of the synthesis and reactions of 2-amino- and 2-methylaminopyrimidines III (A=A-1, Z=CH) see The Chemistry of Heterocyclic Compounds, Vol. 16, Wiley-Interscience, New York (1962). For a review of the synthesis and reactions of 2-amino- and 2-methylamino-s-triazines III (A=A-1, Z=N) see The Chemistry of Heterocyclic Compounds, Vol. 13, Wiley-Interscience, New York (1959), F. C. Schaefer, U.S. Pat. No. 3,154,547 and F. C. Schaefer and K. R. Huffman, J. Org. Chem., 28, 1812 (1963). EP-A No. 84,224 and W. Braker et al., J. Chem. Soc., 69, 3072 (1947) describes methods for preparing aminopyrimidines and triazines substituted by acetal groups such as dialkoxymethyl or 1,3-dioxolan-2-yl. U.S. Pat. No. 4,515,626 describes methods for the synthesis of cyclopropylpyrimidines and triazines substituted by such groups as alkyl, haloalkyl, alkoxy, haloalkoxy, alkylamino, dialkylamino or alkoxyalkyl.

The 5,6-dihydrofuro[2.3-d]pyrimidine-2-amines, the cyclopenta[d]pyrimidines-2-amines (III, A is A-2) and the 6,7-dihydro-5H-pyrano[2.3-d]pyrimidin-2-amines (III, A is A-3) can be prepared as taught in U.S. Pat. No. 4,339,267. The furo[2.3-d]pyrimidin-2-amines (III, A is A-4) are described in U.S. Pat. No. 4,487,626.

Compounds of Formula III, where A is A-5, are described in No. EP-A-73,562. Compounds of Formula III, where A is A-6, are described in U.S. Pat. No. 4,496,392.

The amines of Formula III where A is A-7 can be prepared by methods taught in European Publication No. 125,864 (published Nov. 21, 1984 or by suitable modifications that would be obvious to one skilled in the art.

The preparation of the compounds of this invention is further illustrated by the following examples.

EXAMPLE 1 N-t-Butyl-2-(2-propenylthio)benzenesulfonamide

To a solution of 85.3 g of N-t-butylbenzenesulfonamide in 900 ml of dry tetrahydrofuran was added 525 ml of a 1.6M hexane solution of n-butyllithium at -20° C. under an inert atmosphere. The mixture was allowed to come to room temperature and was stirred for 2 hours. The resulting mixture was recooled to -60° C., was contacted with 13 g of sulfur, was allowed to come to room temperature, and was stirred for 2 hours. It was again cooled to -20° C., was contacted with 36 ml of allyl bromide, and was stirred overnight at room temperature. The reaction mixture was contacted with 120 ml of 6N hydrochloric acid and 30 ml of concentrated hydrochloric acid. The mixture was extracted with chlorobutane, dried over magnesium sulfate, concentrated, and recrystallized from hexanechlorobutane to give 89.9 g of the title compound as an orange-brown solid.

60 MHz NMR (CDCl₃)δ: 1.20 (s, 9H; CH₃); 3.72 (m, 2H, CH₂); 5.0-6.0 (m, 3H, vinyl H); 7.5 (m, 3H, arom); and 8.1 (m, 1H, arom).

IR (nujol) 3370 cm⁻¹.

EXAMPLE 2 (a) N-t-Butyl-2,3-dihydro-2-methylbenzo[b]thiophene-7-sulfonamide

A mixture of 89.9 g of N-t-butyl-2-(2-propenylthio)benzenesulfonamide and quinoline (90 ml) were heated at 220° C. for 2 hours under an inert atmosphere. The mixture was cooled, was poured into ice-water (500 ml) and was extracted with several portions of a 1:1 mixture of chlorobutane and tetrahydrofuran. The combined extracts were washed with 6N hydrochloric acid and brine. The organic mixture was dried over magnesium sulfate and was concentrated. The residue was distilled in a kugelrohr apparatus at 170°-200° C. (1 torr), giving after trituration with chlorobutane and hexane a yellow solid. Chromatography of the mixture on silica gel eluting with 20% ethyl acetate in hexane afforded after recrystallization from hexanechlorobutane the title compound as a white solid, m.p. 97°-98° C.

90 MHz NMR (CDCl₃)δ: 1.21 (s, 9H, CH₃); 1.44 (d, 3H, CH₃); 3.00 (m, 1H, CH); 3.47 (m, 1H, CH); 4.02 (m, 1H, CH); 5.03 (s, 1H, NH); 7.27 (m, 2H, arom); and 7.80 (m, 1H, arom).

IR (nujol) 3250 cm⁻¹.

(b) N-t-Butyl-3,4-dihydro-2H-1-benzothiopyran-8-sulfonamide

The chromatography described in part (a) also afforded after recrystallization from chlorobutane/hexane the title compound as a yellow solid, m.p. 137°-139° C.

90 MHz NMR (CDCl₃)δ: 1.20 (s, 9H, CH₃); 2.16 (m, 2H, CH₂); 2.86 (m, 4H, CH₂); 5.37 (s, 1H, NH); 7.19 (m, 2H, arom); and 7.83 (m, 1H, arom).

IR (nujol) 3300 cm⁻¹.

EXAMPLE 3 N-t-Butyl-2,3-dihydro-6-methoxymethyl-2-methylbenzo[b]thiophene-7-sulfonamide

To a solution of 7.14 g of N-t-butyl-2,3-dihydro-2-methylbenzo[b]thiophene-7-sulfonamide in 175 ml of dry tetrahydrofuran was added 34 ml of a 1.6M hexane solution of n-butyl lithium at -40° C. to -30° C. under an inert atmosphere. The mixture was allowed to warm and was stirred at room temperature for 30 minutes. It was recooled to -30° C. and was contacted with 2.2 ml of bromomethyl methyl ether. The mixture was allowed to come to room temperature overnight and was acidified with 10 ml of 6N hydrochloric acid. The organic layer was separated, was dried over magnesium sulfate, and was concentrated to give 7.4 g of the title compound as a brown oil.

60 MHz NMR (CDCl₃)δ: 1.22 (s, 9H, CH₃); 1.40 (d, 3H, CH₃); 3.43 (s, 3H, CH₃); 2.5-3.9 (m, 3H, CH, CH₂); 4.80 (s, 2H, CH₂ O); 5.28 (s, 1H, NH); and 7.27 (m, 2H, arom).

IR (neat) 3320 cm⁻¹.

EXAMPLE 4 N-t-Butyl-2,3-dihydro-2-methyl-6-trimethylsilylbenzo[b]thiophene-7-sulfonamide

To a solution of 4.0 g of N-t-butyl-2,3-dihydro-2-methylbenzo[b]thiophene-7-sulfonamide in 175 ml of dry tetrahydrofuran was added 20 ml of a 1.6M hexane solution of n-butyl lithium at -40° C. to -30° C. under an inert atmosphere. The mixture was allowed to warm and was stirred at room temperature for 30 minutes. It was recooled to -30° C. and was contacted with 3.0 ml of chlorotrimethylsilane. The mixture was stirred at room temperature for 2 hours and was acidified with 10 ml of 6N hydrochloric acid. The organic layer was separated, was dried over magnesium sulfate, and was concentrated to a crude solid which was suspended in chlorobutane/hexane and filtered to give 2.0 g of the title compound as a beige solid, m.p. 119°-124° C.

90 MHz NMR (CDCl₃)δ: 0.37 (s, 9H, SiH₃); 1.14 (s, 9H, C--CH₃); 1.43 (d, 3H, CH₃); 2.84-4.10 (m, 3H, CH, CH₂); 5.27 (s, 1H, NH); and 7.35 (d of d, 2H, arom).

EXAMPLE 5 2,3-Dihydro-6-methoxymethyl-2-methylbenzo[b]thiophene-7-sulfonamide

A mixture of N-t-butyl-2,3-dihydro-6-methylbenzo[b]thiophene-7-sulfonamide (7.4 g) and trifluoroacetic acid (100 ml) was stirred at room temperature for 15 hours. The reaction solution concentrated to an oil which was chromatographed on silica gel eluting with 45% ethyl acetate and 55% hexane to give 2.4 g of the title compound as a tan solid.

90 MHz NMR (CDCl₃)δ: 1.49 (d, 2H, CH₃); 3.53 (s, 3H, OCH₃); 2.87-3.97 (m, 3H, CH, CH₂); 4.80 (s, 2H, OCH₂); 5.47 (br s, 2H, NH₂); and 7.20 (d of d, 2H, arom).

EXAMPLE 6 2,3-Dihydro-6-methoxymethyl-2-methylbenzo[b]thiophene-7-sulfonamide-1,1-dioxide

A mixture of 2,3-dihydro-6-methoxymethyl-2-methylbenzo[b]thiophene-7-sulfonamide (2.4 g), acetic acid (25 ml), and 30% hydrogen peroxide (10 ml) was heated at 85°-90° C. for 2 hours. The mixture was cooled to room temperature, poured into ice-water (125 ml), and extracted with ether-tetrahydrofuran (1:1). The organic extracts were washed with aqueous sodium bicarbonate until neutral, dried over magnesium sulfate, and concentrated to a residue which was washed with ether and filtered to give 1.3 g of the title compound as a pale yellow solid, m.p. 115° C. with decomposition.

90 MHz NMR (CDCl₃ -DMSO)δ: 1.49 (d, 2H, CH₃); 3.48 (s, 3H, OCH₃); 2.5-3.8 (m, 3H, CH, CH₂); 4.92 (s, 2H, OCH₂); 6.7 (br s, 2H, NH₂); and 7.73 (d of d, 2H, arom).

EXAMPLE 7 2,3-Dihydro-2-methyl-6-trimethylsilylbenzo[b]thiophene-7-sulfonamide-1,1-dioxide

A mixture of N-t-butyl-2,3-dihydro-2-methyl-6-trimethylsilylbenzo[b]thiophene-7-sulfonamide (2.2 g) and trifluoroacetic acid (40 ml) was stirred at ambient temperature for 2 hours. The reaction solution was concentrated to a crude residue which was dissolved in acetic acid (25 ml) and 30% hydrogen peroxide (10 ml) and heated at 80° to 90° C. for 2 hours. The cooled reaction mixture was poured into ice-water (150 ml) and stirred, giving, after filtration and drying, 0.7 g of the title compound as a white solid, m.p. 171°-172° C.

90 MHz NMR (CDCl₃)δ: 0.41 (s, 9H, SiCH₃); 1.54 (d, 3H, CH₃); 2.88-3.72 (m, 3H, CH₂); 5.67 (s, 2H, NH₂); and 7.78 (d of d, 2H, arom).

IR (nujol) 3300, 3200 cm⁻¹.

EXAMPLE 8 N-[(4-Methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-6-methoxymethylbenzo[b]thiophene-7-sulfonamide-1,1-dioxide

A solution of 2,3-dihydro-2-methyl-6-methoxymethylbenzo[b]thiophene-7-sulfonamide-1,1-dioxide (0.25 g) and of O-phenyl-N-(4-methoxy-6-methylpyrimidin-2-yl)carbamate (0.22 g) in 10 ml of dry dioxane was treated with 0.12 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene. The solution was stirred at room temperature overnight, was diluted with water (25 ml), and was acidified with concentrated hydrochloric acid. The resulting precipitate was filtered, was washed with water and ether, and was air dried to give 0.17 g of the title compound as an off-white solid, m.p. 215°-216° C.

200 MHz NMR (CDCl₃)δ: 1.50 (d, 3H, CH₃); 2.45 (s, 3H, CH₃); 2.88-3.6 (m, 3H, CH, CH₂); 3.53 (s, 3H, OCH₃); 4.01 (s, 3H, OCH₃); 5.25 (d of d, 2H, OCH₂); 6.28 (s, 1H, CH); 7.48 (s, 1H, NH); 7.82 (d of d, 2H, arom); and 13.37 (s, 1H, NH).

IR(nujol) 1720 cm⁻¹.

EXAMPLE 9 N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-6-trimethylsilylbenzo[b]thiophene-7-sulfonamide-1,1-dioxide

A solution of 2,3-dihydro-2-methyl-6-trimethylsilylbenzo[b]thiophene-7-sulfonamide-1,1-dioxide (0.23 g) and of O-phenyl-N-(4,6-dimethoxypyrimidin-2-yl)carbamate (0.21 g) in 10 ml of dry p-dioxane was treated with 0.11 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene. The solution was stirred for 4 hours, was diluted with 25 ml of water, and was acidified with concentrated hydrochloric acid. The resulting precipitate was filtered, was washed with water and ether, and was air dried to give 0.25 g of the title compound as a white solid, m.p. 188°-190° C.

200 MHz NMR (CDCl₃)δ: 0.49 (s, 9H, SiCH₃); 1.48 (d, 3H, CH₃); 2.88-3.6 (m, 3H, CH, CH₂); 4.02 (s, 6H, OCH₃); 5.78 (s, 1H, CH); 7.25 (s, 1H, NH); 7.75 (d of d, 2H, arom); and 13.08 (s, 1H, NH).

IR(nujol) 1730 cm⁻¹.

Using the procedures of Examples 1 to 9 and the methods described herein, the following compounds in Tables I to VI can be prepared. ##STR59##

                                      TABLE I                                      __________________________________________________________________________     J = J-1, A = A-1                                                               W R  R.sub.1                                                                            R.sub.2                                                                            R.sub.3                                                                            R.sub.4      Q   X       Y        Z   m.p.                    __________________________________________________________________________                                                            (°C.)            O H  H   H   H   6-cyclopropyl                                                                               O   CH.sub.3                                                                               CH.sub.3 CH                          O H  H   H   H   6-cyclopropyl                                                                               O   OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   H   H   6-Si(CH.sub.3).sub.3                                                                        O   OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   H   H   6-Si(CH.sub.3).sub.3                                                                        S   OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   H   H   6-CH.sub.2 OC.sub.2 H.sub.5                                                                 O   OCH.sub.3                                                                              CH.sub.3 N                           O H  H   H   H   6-CH.sub.2 OC.sub.2 H.sub.5                                                                 O   OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   H   H   6-CH.sub.2 SO.sub.2 CH.sub.3                                                                SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N                           O H  H   H   H   6-CH.sub.2 SO.sub.2 CH.sub.3                                                                SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   H   H   5-(4'-ClC.sub.6 H.sub.4 )                                                                   S   CH.sub.3                                                                               CH.sub.3 CH                          O H  H   H   H   5-(4'-ClC.sub.6 H.sub.4)                                                                    O   CH.sub.3                                                                               CH.sub.3 CH                          O H  H   H   H   5-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   H   H   5-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               CH                          O H  H   H   CH.sub.3                                                                           5-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   H   CH.sub.3                                                                           5-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   H   CH.sub.3                                                                           5-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   H   CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   H   CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               CH                          O H  H   H   CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   H   CH.sub.3                                                                           6-CH.sub.2 SCH.sub.3                                                                        S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   H   CH.sub.3                                                                           6-CH.sub.2 SCH.sub.3                                                                        S   CH.sub.3                                                                               OCH.sub.3                                                                               CH                          O H  H   H   CH.sub.3                                                                           6-CH.sub.2 SCH.sub.3                                                                        O   CH.sub. 3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-CH.sub.2 OCH.sub.2 CH.sub.3                                                               O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-CH.sub.2 CH.sub.2 OCH.sub.3                                                               O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-Si(CH.sub.3).sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-N(CH.sub.3).sub.2                                                                         O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-N(CH.sub.3).sub.2                                                                         S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-NH.sub.2   S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.3                                                      S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-CH.sub.2 CH.sub.2 OCH.sub.3                                                               SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-CH.sub.2 CN                                                                               SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-CH.sub.2 SOCH.sub.3                                                                       SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-NH.sub.2   SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub. 3                                                                              CH                          O H  H   CH.sub.3                                                                           H   5-SO.sub.2 N(C.sub.2 H.sub.5).sub.2                                                         SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-SO.sub.2 CH.sub.3                                                                         SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-SO.sub.2 CH.sub.3                                                                         SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   5-SO.sub.2 CH.sub.3                                                                         SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-cyclopentyl                                                                               O   CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-cyclohexenyl                                                                              O   CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-(3'-BrC.sub.6 H.sub.4)                                                                    O   CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        O   CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        O   OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        O   Cl      OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        O   CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        O   CH.sub.3                                                                               CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        O   N(CH.sub.3).sub.2                                                                      CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        O   NH(CH.sub.3)                                                                           OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        O   NH(CH.sub.3)                                                                           OC.sub.2 H.sub.7                                                                        N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        O   OCF.sub.2 H                                                                            OC.sub.2 H.sub.7                                                                        CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        O   OCF.sub.3                                                                              OCF.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3 ( -n-C.sub.4 H.sub.9)                                                  O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 OC.sub.2 H.sub.5                                                       O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 C.sub.6 H.sub.5                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 (2'-CH.sub.3 C.sub.6 H.sub.4                                           O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-P(O)(CH.sub.3).sub.2                                                                      O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-P(O)(OCH.sub.3).sub.2                                                                     O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CN         O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CN         O   CH.sub.3                                                                               OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CN         O   Cl      OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CN         O   CH.sub.3                                                                               CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CN         O   CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CN         O   OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CN         O   OCH.sub.3                                                                              O -n-C.sub.3 H.sub.7                                                                    N                           O H  H   CH.sub.3                                                                           H   6-NH.sub.2   O   OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-NH.sub.2   O   OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-NH.sub.2   O   CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-NH.sub.2   O   CH.sub.3                                                                               OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-NH.sub.2   O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-NHCH.sub.3 O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-NHCH.sub.3 O   OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-N(C.sub.2 H.sub.5).sub.2                                                                  O   OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-NCH.sub.3 ( -n-C.sub.3 H.sub.7)                                                           O   OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2cyclopropyl                                                                       O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2cyclohexyl                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OC.sub.2 H.sub.5                                                                 O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 O .sub.-i-C.sub.3 H.sub.7                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCF.sub.2 CF.sub.3                                                               O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.2 CHCH.sub.2                                                             O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.3                                                                        O   CH.sub.3                                                                               OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.3                                                                        O   CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.3                                                                        O   CH.sub.3                                                                               CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.3                                                                        O   CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SOC.sub.2 H.sub.5                                                                O   OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SOCF.sub.3                                                                       O   OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SO.sub.2 CF.sub.3                                                                O   OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-C.sub.2 H.sub.4 SO.sub.2 CH.sub.3                                                         O   OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-C.sub.2 H.sub.4 SO.sub.2 CH.sub.3                                                         O   CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-C.sub.2 H.sub.4 SO.sub.4 CH.sub.3                                                         O   CH.sub.3                                                                               CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-C.sub.2 H.sub.4 SO.sub.2 CH.sub.3                                                         O   CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-C.sub.2 H.sub.4 SO.sub.2 CH.sub.3                                                         O   CH.sub.3                                                                               OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-C.sub.2 H.sub.4 SO.sub.2 CH.sub.3                                                         O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-C.sub.2 H.sub.4 SO.sub.2 CH.sub.3                                                         O   Cl      OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-C.sub.2 H.sub.4 SO.sub.2 CH.sub.3                                                         O   NHCH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CN                                                                               O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-N(CH.sub.3).sub.2                                                                         O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-cyclohexyl S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-cyclopropyl                                                                               S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-cyclopropyl                                                                               S   OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-cyclohexenyl                                                                              S   OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-cyclohexenyl                                                                              S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-(4'-FC.sub.6 H.sub.4 )                                                                    S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-(4'-FC.sub.6 H.sub.4)                                                                     S   CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        S   CH.sub.3                                                                               CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        S   OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        S   OCH.sub.3                                                                              OC.sub.2 H.sub.5                                                                        N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        S   NHCH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        S   N(CH.sub.3).sub.2                                                                      N(CH.sub.3).sub.2                                                                       N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 (4-BrC.sub.6 H.sub.4)                                                  S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CN         S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CN         S   OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-P(O)(OCH.sub.3).sub.2                                                                     S   OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-P(O)(OCH.sub.3).sub.2                                                                     S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OC.sub.2 H.sub.5                                                                 S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OC.sub.2 H.sub.5                                                                 S   CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCHCH.sub.2                                                                      S   CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.3                                                                        S   CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3                                                       S   CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3                                                       S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 NO.sub.2                                                                S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-cyclopropyl                                                                               SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-cyclopropyl                                                                               SO  OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-cyclohexyl SO  OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-cyclohexyl SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-cyclopenten-1-yl                                                                          SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-cyclopenten-1-yl                                                                          SO  CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-OCH.sub.3 C.sub.6 H.sub.4                                                                 SO  CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-OCH.sub.3 C.sub.6 H.sub.4                                                                 SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 C.sub.2 H.sub.5                                                        SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 C.sub.2 H.sub.5                                                        SO  OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 CH.sub.2 CHCH.sub.2                                                    SO  OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 CH.sub.2 CHCH.sub.2                                                    SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 OC.sub.2 H.sub.5                                                       SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 OC.sub.2 H.sub.5                                                       SO  CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-N(CH.sub.3)C.sub.2 H.sub.5                                                                SO  CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-N(CH.sub.3)C.sub.2 H.sub.5                                                                SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-pyrrolidin-1-yl                                                                           SO  OCH.sub. 3                                                                             OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-pyrrolidin-1-yl                                                                           SO  OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2cyclopropyl                                                                       SO  OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2cyclopropyl                                                                       SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO  OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 OCH.sub.2 CF.sub.3                                                      SO  OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 OCH.sub.2 CF.sub.3                                                      SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCFCF.sub.2                                                                      SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SC.sub.2 H.sub.5                                                                 SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.2 CH.sub.2 F                                                             SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.2 CH.sub.2 CH.sub.2 F                                                    SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SOCH.sub.3                                                                       SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 SOCH.sub.3                                                              SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SO.sub.2 .sub.-i-C.sub.3 H.sub.7                                                 SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3                                              SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 Si(CH.sub.3).sub.3                                                               SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 Si(CH.sub.3).sub.2 .sub.-t-C.sub.4 H.sub.9                                       SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 Si(CH.sub.3).sub.2 .sub.-t-C.sub.4 H.sub.9                                       SO  CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 NO.sub.2                                                                SO  CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 CN                                                                      SO  CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 N(CH.sub.3).sub.2                                                                SO  CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 N(CH.sub.3).sub.2                                                                SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2Nmorpholino                                                                       SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2Nmorpholino                                                                       SO  OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 C(O)OCH.sub.3                                                           SO  OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCN                                                                              SO  OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 PO(CH.sub.3).sub.2                                                               SO  OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 PO(OCH.sub.3).sub.2                                                              SO  OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-SO.sub.2 NHCH.sub.3                                                                       SO  OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-cyclopropyl                                                                               SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-cyclohexyl SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-cyclohexen-1-yl                                                                           SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-(2'-FC.sub.6 H.sub.4)                                                                     SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub. 3                                                                          H   6-(3'-CH.sub.3 C.sub.6 H.sub.4)                                                             SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-(3'-CH.sub.3 C.sub.6 H.sub.4)                                                             SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-(4'-CH.sub.3 C.sub.6 H.sub.4)                                                             SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-(4'-CH.sub.3 C.sub.6 H.sub.4)                                                             SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                            -n-C.sub.4 H.sub.9                                                                    OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH  188-190                 O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OC.sub.2 H.sub.5                                                                       OCH.sub.3                                                                               CCH.sub.3                   O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OCH.sub.2 CH.sub.2 F                                                                   OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               CCl                         O H  H   CH.sub. 3                                                                          H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           CF.sub.2                                                                               OCH.sub.3                                                                               CCl                         O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           CH.sub.2 CH.sub.2 CCl                                                                  OCH.sub.3                                                                               CCl                         O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           SCH.sub.2 CH.sub.2 F                                                                   OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           SCH.sub.2 CH.sub.2 F                                                                   CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           SCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           S .sub.-i-C.sub.3 H.sub.7                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               CH(OCH.sub.3).sub.2                                                                     CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           Cl      OCH.sub.3                                                                               CH  212-214                 O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           Br      OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           F       OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           I       OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OC.sub.2 H.sub.5                                                                       NH.sub.2 CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OC.sub.2 H.sub.5                                                                       dioxolan-2-yl                                                                           CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OC.sub.2 H.sub.5                                                                       N(CH.sub.3).sub.2                                                                       CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OC.sub.2 H.sub.5                                                                       OCH.sub.2 CHCH.sub.2                                                                    CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.2 OCH.sub.3                                                                      N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.2 CCH                                                                           N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              CCH      N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              N.sub.3  N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              CN       N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              N(OCH.sub.3)CH.sub.3                                                                    N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 C.sub.2 H.sub.5                                                        SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 C.sub.2 H.sub.5                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 OC.sub.2 H.sub.5                                                       SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 OC.sub.2 H.sub.5                                                       SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-PO(CH.sub.3).sub.2                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-PO(CH.sub.3).sub.2                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-PO(OCH.sub.3).sub. 2                                                                      SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-PO(OCH.sub.3).sub.2                                                                       SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CN         SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CN         SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CN         SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CN         SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH  246-248                 O H  H   CH.sub.3                                                                           H   6-CN         SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               CH  240-247                 O H  H   CH.sub.3                                                                           H   6-CN         SO.sub.2                                                                           Cl      OCH.sub.3                                                                               CH  254-256                 O H  H   CH.sub.3                                                                           H   6-CN         SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-NH.sub.2   SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-NH.sub.2   SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-NH.sub.2   SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-NH.sub.2   SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-N(CH.sub.3).sub.2                                                                         SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N   138-139 dec.            O H  H   CH.sub.3                                                                           H   6-N(CH.sub.3).sub.2                                                                         SO.sub.2                                                                           OCH.sub.3                                                                              NHCH.sub.3                                                                              N                           O H  H   CH.sub.3                                                                           H   6-N(CH.sub.3).sub.2                                                                         SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 CH  188-192                 O H  H   CH.sub.3                                                                           H   6-N(CH.sub.3).sub.2                                                                         SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               CH  191-194                 O H  H   CH.sub.3                                                                           H   6-N(CH.sub.3).sub.2                                                                         SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH  184-186                 O H  H   CH.sub.3                                                                           H   6-N(CH.sub.3).sub.2                                                                         SO.sub.2                                                                           Cl      OCH.sub.3                                                                               CH  197-198                 O H  H   CH.sub.3                                                                           H   6-CH.sub.2cyclopropyl                                                                       SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2cyclopropyl                                                                       SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2cyclopropyl                                                                       SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2cyclopropyl                                                                       SO.sub.2                                                                           Cl      OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2cyclopentyl                                                                       SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2cyclopentyl                                                                       SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N   184-186                 O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.2 CH.sub.3                                                                     NHCH.sub.3                                                                              N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.2 CH.sub.3                                                                     N.sub.3  N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.2 CH.sub.3                                                                     OCH.sub.2 CHCH.sub.2                                                                    N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.2 CH.sub.3                                                                     CH.sub.2 SCH.sub.3                                                                      N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.2 CH.sub.3                                                                      CF.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.2 F                                                                            CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.2 CHF.sub.2                                                                    CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.2 Cl                                                                            CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               CH  215-216                 O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH  206-208                 O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           Cl      OCH.sub.3                                                                               CH  204-206                 O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              H        CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CC.sub.2 H.sub.5            O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CBr                         O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               SCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.2 CH.sub.2 OCH.sub.3                                                            CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.2 SCH.sub.2 CH.sub.3                                                             CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.2 OCH.sub.3                                                                      CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               C(O)CH.sub.3                                                                            CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               C(OCH.sub.3).sub.2                                                                      CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 OC.sub.2 H.sub.5                                                        SO.sub.2                                                                           Cl      CH.sub.3 O                                                                              CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 OC.sub.2 H.sub.5                                                        SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 O                                                                              CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 OC.sub.2 H.sub.5                                                        SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 O                                                                              CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 OC.sub.2 H.sub.5                                                        SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 OC.sub.2 H.sub.5                                                        SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 OC.sub.2 H.sub.5                                                        SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 OC.sub.2 H.sub.5                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.2 CF.sub.3                                                               SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.2 CF.sub.3                                                               SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 OCHCH.sub.2                                                             SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 OCHCH.sub.2                                                             SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OH                                                                               SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH  150-157                 O H  H   CH.sub.3                                                                           H   6-CH.sub.2 OH                                                                               SO.sub.2                                                                           OCH.sub.3                                                                              Cl       CH  149-156                 O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.3                                                                        SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCH.sub.2 CF.sub.3                                                               SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 S(O)CH.sub.3                                                                     SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 S(O)CH.sub.3                                                                     SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SO.sub.2 CH.sub.3                                                                SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SO.sub.2 CH.sub.3                                                                SO.sub.2                                                                           CH.sub.3                                                                               OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SO.sub.2 CH.sub.3                                                                SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SO.sub.2 CH.sub.3                                                                SO.sub.2                                                                           CH.sub.3                                                                               CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SO.sub.2 CH.sub.3                                                                SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SO.sub.2 CH.sub.3                                                                SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 SOCF.sub.2 H                                                            SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 SOCF.sub.2 H                                                            SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.2 H                                                     SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 NO.sub.2                                                                SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CN                                                                               SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CH  182-184                 O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CN                                                                               SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH  207-209                 O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CN                                                                               SO.sub.2                                                                           OCH.sub.3                                                                              Cl       CH  185-187                 O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CN                                                                               SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N   215-223                 O H  H   CH.sub.3                                                                           H   6-CH.sub.2 N(CH.sub.3).sub.2                                                                SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 N(CH.sub.3).sub.2                                                                SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 N(CH.sub.3).sub.2                                                                SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 NH.sub.2                                                                         SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CO.sub.2 CH.sub.3                                                                SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub. 3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 CO.sub.2 CH.sub.3                                                                SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCN                                                                              SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-CH.sub.2 SCN                                                                              SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-P(O)(OCH.sub.3).sub.2                                                                     SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 N                           O H  H   CH.sub.3                                                                           H   6-P(O)(OCH.sub.3).sub.2                                                                     SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-P(O)(CH.sub.3).sub.2                                                                      SO.sub.2                                                                           OCH.sub.3                                                                              CH.sub.3 CH                          O H  H   CH.sub.3                                                                           H   6-P(O)(CH.sub.3).sub.2                                                                      SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               N                           O H  H   CH.sub.3                                                                           H   6-SO.sub.2 NHCH.sub.3                                                                       SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-SO.sub.2 N(CH.sub.3).sub.2                                                                SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   CH.sub.3                                                                           H   6-SO.sub.2 N(CH.sub.3)C.sub.2 H.sub.5                                                       SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   5-CH.sub.2 SCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub. 3                                                                          H   5-N(CH.sub.3).sub.2                                                                         O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   5-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 OCH.sub.3                                                               O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-NH.sub.2   O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-CH.sub.2 SO.sub.2 CH.sub.3                                                                O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-Npyrrolidinyl                                                                             O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-CN         O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-P(O)(CH.sub.3).sub.2                                                                      O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   5-CH.sub.2 OCH.sub.2 CH.sub.3                                                               S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   5-NH.sub.2   S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   5-NO.sub.2   S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-NO.sub.2   S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-CH.sub.2 Si(CH.sub.3).sub.3                                                               S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-(4'-ClC.sub.6 H.sub.4)                                                                    S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   5-CH.sub.2 CH.sub.2 OCH.sub.3                                                               SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-CH.sub.2cyclopropyl                                                                       SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-CH.sub.2 SOCH.sub.3                                                                       SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   5-CN         SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   5-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   5-CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3                                                       SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.3                                                                        SO.sub. 2                                                                          OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-Si(CH.sub.3).sub.2 OCH.sub.3                                                              SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-CH.sub.2 OC.sub.2 H.sub.5                                                                 SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-CH.sub.2 SO.sub.2 C.sub.2 H.sub.5                                                         SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           H   CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           H   CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           H   CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           CH.sub.3                                                                           CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           C.sub.2 H.sub.5                                                                    CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  CH.sub.3                                                                           C.sub. 2 H.sub.5                                                                   CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   C.sub.2 H.sub.5                                                                    CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   C.sub.2 H.sub.5                                                                    CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   C.sub.2 H.sub.5                                                                    H   6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   C.sub.2 H.sub.5                                                                    H   6-CH.sub.2 OCH.sub.3                                                                        S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   C.sub.2 H.sub.5                                                                    H   6-CH.sub.2 OCH.sub.3                                                                        SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H   C.sub.2 H.sub.5                                                                    H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H    -n-C.sub.3 H.sub.7                                                                H   6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H    -n-C.sub.3 H.sub.7                                                                H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O H  H    -n-C.sub.3 H.sub.7                                                                CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O CH.sub.3                                                                          H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O CH.sub.3                                                                          H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O CH.sub.3                                                                          H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO  OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O CH.sub.3                                                                          H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O CH.sub.3                                                                          CH.sub.3                                                                           CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          O CH.sub.3                                                                          CH.sub.3                                                                           CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          S H  H   H   H   6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          S H  H   H   H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          S H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          S H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        S   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          S H  H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          S H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          S H  CH.sub.3                                                                           CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.2                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          S H  CH.sub.3                                                                           H   CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                        O   OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          S CH.sub.3                                                                          H   CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                        SO.sub.3                                                                           OCH.sub.3                                                                              OCH.sub.3                                                                               CH                          __________________________________________________________________________

                                      TABLE II                                     __________________________________________________________________________      ##STR60##                                                                     J = J-2, A = A-1                                                               W  R  R.sub.2                                                                           R.sub.3                                                                           R.sub.4    Q  X     Y        Z  m.p. (°C.)                  __________________________________________________________________________     O  H  H  H  6-CH.sub.2 OCH.sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  H  H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            CH.sub.3 N                                     O  H  H  CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                      S  OCH.sub.3                                                                            CH.sub.3 CH                                    O  H  CH.sub.3                                                                          H  5-CH.sub.2 OCH.sub.3                                                                      O  OCH.sub.3                                                                            CH.sub.3 CH                                    O  H  CH.sub.3                                                                          H  5-CH.sub.2 OCH.sub.2 CH.sub.3                                                             S  OCH.sub.3                                                                            OCF.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  5-CH.sub.2 CH.sub.2 OCH.sub.3                                                             SO.sub.2                                                                          CH.sub.3                                                                             OCH.sub.3                                                                               N                                     O  H  CH.sub.3                                                                          H  5-CH.sub.2 CH.sub.2 OCH.sub.3                                                             O  CH.sub.3                                                                             CCH      N                                     O  H  CH.sub.3                                                                          H  5-CH.sub.2 CN.sub.2                                                                       SO OC.sub.2 H.sub.5                                                                     NHCH.sub.3                                                                              N                                     O  H  CH.sub.3                                                                          H  5-CH.sub.2 CN.sub.2                                                                       SO.sub.2                                                                          Cl    OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  5-CH.sub.2 SCH.sub.3                                                                      O  OCF.sub.2 H                                                                          OCF.sub.2 H                                                                             CH                                    O  H  CH.sub.3                                                                          H  5-CH.sub.2 SCH.sub.3 CH.sub.3                                                             S  CH.sub.3                                                                             SCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  5-CH.sub.2 CH.sub.2 SCH.sub.3                                                             SO.sub.2                                                                          CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                    CH                                    O  H  CH.sub.3                                                                          H  5-NH.sub.2 O  OCH.sub.2 CF.sub.3                                                                   OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  5-N(CH.sub.3).sub.2                                                                       SO CF.sub.3                                                                             OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  5-N(CH.sub.3).sub.2                                                                       SO.sub.2                                                                          CH.sub.3                                                                             OCH.sub.3                                                                               N                                     O  H  CH.sub.3                                                                          H  5-CN       S  OCH.sub.3                                                                            OCH.sub.3                                                                               N                                     O  H  CH.sub.3                                                                          H  5-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-cyclopropyl                                                                             O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-(3'-ClC.sub.6 H.sub.4)                                                                  SO OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      O  CH.sub.3                                                                             OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      O  CH.sub.3                                                                             OCH.sub.3                                                                               N                                     O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      O  CH.sub.3                                                                             CN       CH                                    O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      S  CH.sub.3                                                                             OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      S  CH.sub.3                                                                             OCH.sub.3                                                                               N                                     O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO OCH.sub.3                                                                            CCH      N                                     O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO CH.sub.3                                                                             H        N                                     O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          CH.sub.3                                                                             OCH.sub.3                                                                               N                                     O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          CH.sub.3                                                                             OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          Cl    OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          OC.sub.2 H.sub.5                                                                     NHCH.sub.3                                                                              N                                     O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.2 .sub.-t-C.sub.4 H.sub.9                                              O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.2 OCH.sub.2 CH.sub.3                                                   SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-P(O)(CH.sub.3).sub.2                                                                    SO OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CN       O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CN       S  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CN       2  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-NH.sub.2 O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-NHCH.sub.3                                                                              S  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-N(CH.sub.3).sub.2                                                                       O  OCH.sub.3                                                                            CH.sub.3 N                                     O  H  CH.sub.3                                                                          H  6-N(CH.sub.3).sub.2                                                                       SO OCH.sub.3                                                                            CH.sub.3 CH                                    O  H  CH.sub.3                                                                          H  6-N(CH.sub.3).sub.2                                                                       SO.sub.2                                                                          OCH.sub.3                                                                            CH.sub.3 CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      O  CH.sub.3                                                                             OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      O  CH.sub.3                                                                             OCH.sub.3                                                                               N                                     O  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      O  OC.sub.2 H.sub.5                                                                     NHCH.sub.3                                                                              N                                     O  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      S  OCH.sub.3                                                                            CH.sub.3 CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      S  OCH.sub.3                                                                            CH.sub.3 N                                     O  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO OCH.sub.3                                                                            CH.sub.3 CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            CH.sub.3 CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            CH.sub.3 N                                     O  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            CCH      N                                     O  H  CH.sub.3                                                                          H  6-CH.sub.2 CH.sub.2 OCH.sub.2 CF.sub.3                                                    SO.sub.2                                                                          CH.sub.3                                                                             OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 SCH.sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 SCH.sub.3                                                                      S  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 SCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 CH.sub. 2 SO.sub.2 CH.sub.3                                                    SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 CN                                                                             O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 CH.sub.2 COCH.sub.2 CH.sub.3                                                   S  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          H  6-CH.sub.2 N(CH.sub.3).sub.2                                                              SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 CN                                                                             S  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 CH.sub.2 OCH.sub.3                                                             SO OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 SO.sub.2 CH.sub.3                                                              SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 N(CH.sub.3).sub.2                                                              SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 OCH.sub.2 CH.sub.3                                                             O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  H  CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  CH.sub.3                                                                          CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    O  CH.sub.3                                                                          CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    S  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    S  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                    __________________________________________________________________________

                                      TABLE III                                    __________________________________________________________________________      ##STR61##                                                                     J = J-3, A = A-1                                                               W  R  R.sub.5                                                                           R.sub.2                                                                           R.sub.3                                                                           R.sub.4    Q  X     Y        Z  m.p. (°C.)               __________________________________________________________________________     O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            CH.sub.3 N                                  O  H  H  CH.sub.3                                                                          H  7-CH.sub.2 OCH.sub.3                                                                      S  OCH.sub.3                                                                            CH.sub.3 CH                                 O  H  H  H  H  6-CH.sub.2 OCH.sub.3                                                                      O  OCH.sub.3                                                                            CH.sub.3 CH                                 O  H  H  H  H  6-CH.sub.2 OCH.sub.2 CH.sub.3                                                             S  OCH.sub.3                                                                            OCF.sub.3                                                                               CH                                 O  H  H  H  H  6-CH.sub.2 CH.sub.2 OCH.sub.3                                                             SO.sub.2                                                                          CH.sub.3                                                                             OCH.sub.3                                                                               N                                  O  H  H  H  H  6-CH.sub.2 CH.sub.2 OCH.sub.3                                                             O  CH.sub.3                                                                             CCH      N                                  O  H  H  H  H  6-CH.sub.2 CN.sub.2                                                                       SO OC.sub.2 H.sub. 5                                                                    NHCH.sub.3                                                                              N                                  O  H  H  H  H  6-CH.sub.2 CN.sub.2                                                                       SO.sub.2                                                                          Cl    OCH.sub.3                                                                               CH                                 O  H  H  H  H  6-CH.sub.2 SCH.sub.3                                                                      O  OCF.sub.2 H                                                                          OCF.sub.2 H                                                                             CH                                 O  H  H  H  H  6-CH.sub.2 SCH.sub.3 CH.sub.3                                                             S  CH.sub.3                                                                             SCH.sub.3                                                                               CH                                 O  H  H  H  H  6-CH.sub.2 CH.sub.2 SCH.sub.3                                                             SO.sub.2                                                                          CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                    CH                                 O  H  H  H  H  6-NH.sub.2 O  OCH.sub.2 CF.sub.3                                                                   OCH.sub.3                                                                               CH                                 O  H  H  H  H  6-N(CH.sub.3).sub.2                                                                       SO CF.sub.3                                                                             OCH.sub.3                                                                               CH                                 O  H  H  H  H  6-N(CH.sub.3).sub.2                                                                       SO.sub.2                                                                          CH.sub.3                                                                             OCH.sub.3                                                                               N                                  O  H  H  H  H  6-CN       S  OCH.sub.3                                                                            OCH.sub.3                                                                               N                                  O  H  H  H  H  6-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-cyclopropyl                                                                             O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-(3'-ClC.sub.6 H.sub.4)                                                                  SO OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-Si(CH.sub.3).sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-Si(CH.sub.3).sub. 3                                                                     O  CH.sub.3                                                                             OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-Si(CH.sub.3).sub.3                                                                      O  CH.sub.3                                                                             OCH.sub.3                                                                               N                                  O  H  H  H  H  7-Si(CH.sub.3).sub.3                                                                      O  CH.sub.3                                                                             CN       CH                                 O  H  H  H  H  7-Si(CH.sub.3).sub.3                                                                      S  CH.sub.3                                                                             OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-Si(CH.sub.3).sub.3                                                                      S  CH.sub.3                                                                             OCH.sub.3                                                                               N                                  O  H  H  H  H  7-Si(CH.sub.3).sub.3                                                                      SO OCH.sub.3                                                                            CCH      N                                  O  H  H  H  H  7-Si(CH.sub.3).sub.3                                                                      SO CH.sub.3                                                                             H        N                                  O  H  H  H  H  7-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          CH.sub.3                                                                             OCH.sub.3                                                                               N                                  O  H  H  H  H  7-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          CH.sub.3                                                                             OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          Cl    OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          OC.sub.2 H.sub.5                                                                     NHCH.sub.3                                                                              N                                  O  H  H  H  H  7-Si(CH.sub.3).sub.2 .sub.-t-C.sub.4 H.sub.9                                              O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-Si(CH.sub.3 ).sub.2 OCH.sub.2 CH.sub.3                                                  SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-P(O)(CH.sub.3).sub.2                                                                    SO OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CN       O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CN       S  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-NH.sub.2 O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-NHCH.sub.3                                                                              S  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-N(CH.sub.3).sub.2                                                                       O  OCH.sub.3                                                                            CH.sub.3 N                                  O  H  H  H  H  7-N(CH.sub.3).sub.2                                                                       SO OCH.sub.3                                                                            CH.sub.3 CH                                 O  H  H  H  H  7-N(CH.sub.3).sub.2                                                                       SO.sub.2                                                                          OCH.sub.3                                                                            CH.sub.3 CH                                 O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      O  CH.sub.3                                                                             OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      O  CH.sub.3                                                                             OCH.sub.3                                                                               N                                  O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      O  OC.sub.2 H.sub.5                                                                     NHCH.sub.3                                                                              N                                  O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      S  OCH.sub.3                                                                            CH.sub. 3                                                                               CH                                 O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      S  OCH.sub.3                                                                            CH.sub.3 N                                  O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      SO OCH.sub.3                                                                            CH.sub.3 CH                                 O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      SO OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            CH.sub.3 CH                                 O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            CH.sub.3 N                                  O  H  H  H  H  7-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            CCH      N                                  O  H  H  H  H  7-CH.sub.2 CH.sub.2 OCH.sub.2 CF.sub.3                                                    SO.sub.2                                                                          CH.sub.3                                                                             OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CH.sub.2 SCH.sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CH.sub.2 SCH.sub.3                                                                      S  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CH.sub.2 SCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3                                                     SO.sub. 2                                                                         OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CH.sub.2 CN                                                                             O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CH.sub.2 CH.sub.2 COCH.sub.2 CH.sub.3                                                   S  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  H  H  7-CH.sub.2 N(CH.sub.3).sub.2                                                              SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  CH.sub.3                                                                          H  7-CH.sub.2 OCH.sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  H  CH.sub.3                                                                          H  7-Si(CH.sub.3).sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  CH.sub.3                                                                          CH.sub.3                                                                          H  7-CH.sub.2 CN                                                                             S  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  CH.sub.3                                                                          CH.sub.3                                                                          H  7-CH.sub.2 CH.sub.2 OCH.sub.3                                                             SO OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  CH.sub.3                                                                          CH.sub.3                                                                          H  7-CH.sub.2 SO.sub.2 CH.sub.3                                                              SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  CH.sub.3                                                                          CH.sub.3                                                                          H  7-CH.sub.2 N(CH.sub.3).sub.2                                                              SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                          7-CH.sub.2 OCH.sub.2 CH.sub.3                                                             O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  H  CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  CH.sub.3                                                                          CH.sub.3                                                                          H  H  7-CH.sub.2 OCH.sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 O  CH.sub.3                                                                          CH.sub.3                                                                          H  H  7-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 S  H  CH.sub.3                                                                          H  H  7-CH.sub.2 OCH.sub.3                                                                      O  OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 S  H  CH.sub.3                                                                          H  H  7-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          OCH.sub.3                                                                            OCH.sub.3                                                                               CH                                 __________________________________________________________________________

                                      TABLE IV                                     __________________________________________________________________________      ##STR62##                                                                     J = J-1                                                                        __________________________________________________________________________     W  R  R.sub.1                                                                           R.sub.2                                                                           R.sub.3                                                                           R.sub.4    Q  A  X.sub.1                                                                              Y.sub.1                                                                               m.p. (°C.)                 __________________________________________________________________________     O  H  H  H  H  6-Si(CH.sub.3).sub.3                                                                      O  A-2                                                                               OCF.sub.2 H                                                                          O                                        O  H  H  CH.sub.3                                                                          H  5-CH.sub.2 CN                                                                             O  A-2                                                                               CH.sub.3                                                                             O                                        O  H  H  CH.sub.3                                                                          H  5-N(CH.sub.3).sub.2                                                                       SO.sub.2                                                                          A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                 O  H  H  CH.sub.3                                                                          H  5-CH.sub.2 CH.sub.2 OCH.sub.3                                                             S  A-2                                                                               CH.sub.3                                                                             O                                        O  H  H  CH.sub.3                                                                          H  6-C.sub.6 H.sub.43-SCH.sub.3                                                              S  A-2                                                                               OC.sub.2 H.sub.5                                                                     CH.sub.2                                 O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                 O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      O  A-2                                                                               CH.sub.3                                                                             CH.sub.2                                 O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO A-2                                                                               CH.sub.3                                                                             O                                        O  H  H  CH.sub.3                                                                          H  6-PO(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          A-2                                                                               OCH.sub. 3                                                                           O                                        O  H  H  CH.sub.3                                                                          H  6-CN       SO.sub.2                                                                          A-2                                                                               OCF.sub.2 H                                                                          O                                        O  H  H  CH.sub.3                                                                          H  6-CN       O  A-2                                                                               OCF.sub.2 H                                                                          CH.sub.2                                 O  H  H  CH.sub.3                                                                          H  6-NH.sub.2 O  A-2                                                                               OC.sub.2 H.sub.5                                                                     O                                        O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 CH.sub.2 OCH.sub.3                                                             SO A-2                                                                               OCH.sub.3                                                                            O                                        O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 SCH.sub.3                                                                      S  A-2                                                                               CH.sub.3                                                                             CH.sub.2                                 O  H  CH.sub.3                                                                          CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-2                                                                               CH.sub.3                                                                             CH.sub.2                                 O  H  H  C.sub.2 H.sub.5                                                                   H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                 O  H  H  CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                      O  A-2                                                                               OCH.sub.3                                                                            O                                        O  H  CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-2                                                                               OCF.sub.2 H                                                                          CH.sub.2                                 O  CH.sub.3                                                                          H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-2                                                                               OCH.sub.3                                                                            O                                        S  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-2                                                                               CH.sub.3                                                                             O                                        O  H  H  H  H  6-CH.sub.2 OCH.sub.2 CF.sub.3                                                             SO.sub.2                                                                          A-3                                                                               OCH.sub.3                                      O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 CH.sub.2 SCH.sub.3                                                             S  A-3                                                                               OCH.sub.3                                      O  H  H  CH.sub.3                                                                          H  6-NH.sub.2 SO.sub.2                                                                          A-3                                                                               CH.sub.3                                       O  H  H  CH.sub.3                                                                          H  5-CH.sub.2 OC.sub.2 H.sub.5                                                               O  A-3                                                                               OCF.sub.2 H                                    O  H  H  CH.sub.3                                                                          H  6-cyclopropyl                                                                             O  A-3                                                                               OCH.sub.3                                      O  H  H  CH.sub.3                                                                          H  6-(2'-FC.sub.6 H.sub.4)                                                                   O  A-3                                                                               CH.sub.3                                       O  H  H  CH.sub.3                                                                          H  6-CN       S  A-3                                                                               OC.sub.2 H.sub.5                               O  H  H  CH.sub.3                                                                          H  6-CN       SO.sub.2                                                                          A-3                                                                               OCF.sub.2 H                                    O  H  H  CH.sub.3                                                                          H  6-N(CH.sub.3).sub.2                                                                       O  A-3                                                                               OCH.sub.3                                      O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      O  A-3                                                                               CH.sub.3                                       O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-3                                                                               CH.sub.3                                       O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      S  A-3                                                                               OCH.sub.3                                      O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      O  A-3                                                                               OCH.sub.3                                      O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub. 3                                                                     SO A-3                                                                               OC.sub.2 H.sub.5                               O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          A-3                                                                               CH.sub.3                                       O  H  H  C.sub.2 H.sub.5                                                                   H  6-Si(CH.sub.3).sub.3                                                                      O  A-3                                                                               CH.sub.3                                       O  H  H  CH.sub.3                                                                          CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                      O  A-3                                                                               OCH.sub.3                                      O  H  CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          A-3                                                                               CH.sub.3                                       O  H  CH.sub.3                                                                          H  CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                      O  A-3                                                                               CH.sub.3                                       S  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      O  A-3                                                                               CH.sub.3                                       __________________________________________________________________________     W  R  R.sub.1                                                                           R.sub.2                                                                           R.sub.3                                                                           R.sub.4    Q  A  X.sub.1                                                                              Y.sub.3                                                                               m.p. (°C.)                 __________________________________________________________________________     O  H  H  H  H  6-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          A-4                                                                               CH.sub.3                                                                             CH.sub.3                                 O  H  H  CH.sub.3                                                                          H  5-CH.sub.2 OCH.sub.3                                                                      O  A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                 O  H  H  CH.sub.3                                                                          H  5-CH.sub.2 CH.sub.2 CN                                                                    S  A-4                                                                               OCH.sub.3                                                                            H                                        O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO A-4                                                                               OCF.sub.2 H                                                                          H                                        O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          A-4                                                                               OCH.sub.3                                                                            H                                        O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      O  A-4                                                                               OC.sub.2 H.sub.5                                                                     CH.sub.3                                 O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      S  A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                 O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-4                                                                               CH.sub.3                                                                             CH.sub.3                                 O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 CN                                                                             O  A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                 O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 CN                                                                             SO.sub.2                                                                          A-4                                                                               OCF.sub.2 H                                                                          CH.sub.3                                 O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 SCH.sub.3                                                                      S  A-4                                                                               CH.sub.3                                                                             H                                        O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 CH.sub.2 NO.sub.2                                                              O  A-4                                                                               CH.sub.3                                                                             H                                        O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 SO.sub.2 CH.sub.3                                                              SO.sub.2                                                                          A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                 O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 NO.sub.2                                                                       O  A-4                                                                               CH.sub.3                                                                             CH.sub.3                                 O  H  H  CH.sub.3                                                                          C.sub.2 H.sub.5                                                                   6-CH.sub.2 CH.sub.2 OCH.sub.3                                                             O  A-4                                                                               OCH.sub.3                                                                            H                                        O  H  CH.sub.3                                                                          CH.sub.3                                                                          H  6-CH.sub.2 CH.sub.2 OCH.sub.3                                                             SO.sub.2                                                                          A-4                                                                               CH.sub.3                                                                             H                                        O  H  H  CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 CH.sub.2 OCH.sub.3                                                             SO.sub.2                                                                          A-4                                                                               OCF.sub.2 H                                                                          H                                        O  H  CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 CH.sub.2 OCH.sub.3                                                             SO.sub.2                                                                          A-4                                                                               CH.sub.3                                                                             H                                        O  CH.sub.3                                                                          H  CH.sub.3                                                                          H  6-CH.sub.2 CH.sub.2 OCH.sub.3                                                             SO.sub.2                                                                          A-4                                                                               CH.sub.3                                                                             H                                        S  H  H  CH.sub.3                                                                          H  6-CH.sub.2 CH.sub.2 OCH.sub.3                                                             SO.sub.2                                                                          A-4                                                                               CH.sub.3                                                                             H                                        __________________________________________________________________________     W  R  R.sub.1                                                                           R.sub.2                                                                           R.sub.3                                                                           R.sub.4    Q  A  X.sub.2                                                                              Y.sub.2                                                                               m.p. (°C.)                 __________________________________________________________________________     O  H  H  H  H  6-CH.sub.2 CN                                                                             O  A-5                                                                               CH.sub.3                                                                             CH.sub.3                                 O  H  H  CH.sub.3                                                                          H  5-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-5                                                                               CH.sub.3                                                                             OCH.sub.3                                O  H  H  CH.sub.3                                                                          H  5-CH.sub.2 CN                                                                             SO.sub.2                                                                          A-5                                                                               CH.sub.3                                                                             OC.sub.2 H.sub.5                         O  H  H  CH.sub.3                                                                          H  5-NH.sub.2 O  A-5                                                                               CH.sub.3                                                                             SCH.sub.3                                O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      O  A-5                                                                               C.sub.2 H.sub.5                                                                      CH.sub.3                                 O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      S  A-5                                                                               CH.sub.2 CF.sub.3                                                                    OCH.sub.3                                O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-5                                                                               CH.sub.2 CF.sub.3                                                                    OCH.sub.3                                O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 SCH.sub.2 CH.sub.3                                                             S  A-5                                                                               CH.sub.3                                                                             OC.sub.2 H.sub.5                         O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 SCH.sub.2 CH.sub.3                                                             O  A-5                                                                               C.sub.2 H.sub.5                                                                      C.sub.2 H.sub.5                          O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 SO.sub.2 CH.sub.3                                                              SO.sub.2                                                                          A-5                                                                               C.sub.2 H.sub.5                                                                      CH.sub.3                                 O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      O  A-5                                                                               CH.sub.2 CF.sub.3                                                                    CH.sub.3                                 O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO A-5                                                                               CH.sub.3                                                                             SC.sub.2 H.sub.5                         O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          A-5                                                                               CH.sub.3                                                                             OCH.sub.3                                O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.2 CH.sub.3                                                             SO A-5                                                                               C.sub.2 H.sub.5                                                                      OCH.sub.3                                O  H  H  C.sub.2 H.sub.5                                                                   H  6-CH.sub.2 OC.sub.2 H.sub.5                                                               SO.sub.2                                                                          A-5                                                                               CH.sub.3                                                                             OCH.sub.3                                O  H  CH.sub.3                                                                          CH.sub.3                                                                          H  6-CH.sub.2 OC.sub.2 H.sub.5                                                               SO.sub.2                                                                          A-5                                                                               CH.sub.3                                                                             OC.sub.2 H.sub.5                         O  H  H  CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 OC.sub.2 H.sub.5                                                               O  A-5                                                                               CH.sub.3                                                                             SCH.sub.3                                O  H  CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 OC.sub.2 H.sub.5                                                               SO.sub.2                                                                          A-5                                                                               CH.sub.3                                                                             SCH.sub.3                                O  CH.sub.3                                                                          H  CH.sub.3                                                                          H  6-CH.sub.2 OC.sub.2 H.sub.5                                                               O  A-5                                                                               CH.sub.3                                                                             CH.sub.3                                 S  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OC.sub.2 H.sub.5                                                               O  A-5                                                                               CH.sub.3                                                                             CH.sub.3                                 __________________________________________________________________________     W  R  R.sub.1                                                                           R.sub.2                                                                           R.sub.3                                                                           R.sub.4    Q  A  X.sub.3      m.p. (°C.)                 __________________________________________________________________________     O  H  H  H  H  6-CH.sub.2 OCH.sub.3                                                                      S  A-6                                                                               CH.sub.3                                       O  H  H  CH.sub.3                                                                          H  5-CH.sub.2 N(CH.sub.3)                                                                    O  A-6                                                                               OCH.sub.3                                      O  H  H  CH.sub.3                                                                          H  5-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-6                                                                               CH.sub.3                                       O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      O  A-6                                                                               CH.sub.3                                       O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      S  A-6                                                                               CH.sub.3                                       O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO A-6                                                                               OCH.sub.3                                      O  H  H  CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      SO.sub.2                                                                          A-6                                                                               CH.sub.3                                       O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      S  A-6                                                                               OCH.sub.3                                      O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-6                                                                               CH.sub.3                                       O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-6                                                                               OCH.sub.3                                      O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 SO.sub.2 CH.sub.3                                                              SO.sub.2                                                                          A-6                                                                               CH.sub.3                                       O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 CN                                                                             O  A-6                                                                               CH.sub.3                                       O  H  H  C.sub.2 H.sub.5                                                                   H  6-CH.sub.2 OC.sub.2 H.sub.5                                                               SO.sub.2                                                                          A-6                                                                               CH.sub.3                                       O  H  CH.sub.3                                                                          CH.sub.3                                                                          H  6-CH.sub.2 OC.sub.2 H.sub.5                                                               O  A-6                                                                               OCH.sub.3                                      O  H  H  CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 OC.sub.2 H.sub.5                                                               SO.sub.2                                                                          A-6                                                                               OCH.sub.3                                      O  H  CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 OC.sub.2 H.sub.5                                                               O  A-6                                                                               OCH.sub.3                                      O  CH.sub.3                                                                          H  CH.sub.3                                                                          H  6-CH.sub.2 OC.sub.2 H.sub.5                                                               SO.sub.2                                                                          A-6                                                                               OCH.sub.3                                      S  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OC.sub.2 H.sub.5                                                               SO.sub.2                                                                          A-6                                                                               OCH.sub.3                                      __________________________________________________________________________     W  R  R.sub.1                                                                           R.sub.2                                                                           R.sub.3                                                                           R.sub.4    Q  A  X.sub.4                                                                              Y.sub.4                                                                            Z.sub.1                                                                           m.p. (°C.)                 __________________________________________________________________________     O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      O  A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                          CH                                   O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-7                                                                               OCH.sub.3                                                                            CH.sub.3                                                                           CH                                   O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 OCH.sub.3                                                                      SO.sub.2                                                                          A-7                                                                               OCH.sub.3                                                                            CH.sub.3                                                                           N                                    O  H  CH.sub.3                                                                          CH.sub.3                                                                          H  6-Si(CH.sub.3).sub.3                                                                      O  A-7                                                                               OCH.sub.3                                                                            CH.sub.3                                                                           N                                    O  H  H  CH.sub.3                                                                          H  6-CH.sub.2 SCH.sub.3                                                                      S  A-7                                                                               Cl    OCH.sub.3                                                                          CH                                   O  H  H  CH.sub.3                                                                          H  6-N(CH.sub.3).sub.2                                                                       S  A-7                                                                               CH.sub.2 OCH.sub.3                                                                   OCH.sub.3                                                                          CH                                   __________________________________________________________________________

                                      TABLE V                                      __________________________________________________________________________      ##STR63##                                                                     J = J-2                                                                        __________________________________________________________________________     W  R   R.sub.2                                                                            R.sub.3                                                                           R.sub.4   Q   A   X.sub.1                                                                              Y.sub.1                                                                               m.p. (°C.)                 __________________________________________________________________________     O  H   H   H  6-Si(CH.sub.3).sub.3                                                                     O   A-2 OCF.sub.2 H                                                                          O                                        O  H   CH.sub.3                                                                           H  5-CH.sub.2 CN                                                                            O   A-2 CH.sub.3                                                                             O                                        O  H   CH.sub.3                                                                           H  5-N(CH.sub.3).sub.2                                                                      SO.sub.2                                                                           A-2 OCH.sub.3                                                                            CH.sub.2                                 O  H   CH.sub.3                                                                           H  5-CH.sub.2 CH.sub.2 OCH.sub.3                                                            S   A-2 CH.sub.3                                                                             O                                        O  H   CH.sub.3                                                                           H  6-C.sub.6 H.sub.43-SCH.sub.3                                                             S   A-2 OC.sub.2 H.sub.5                                                                     CH.sub.2                                 O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     SO.sub.2                                                                           A-2 OCH.sub.3                                                                            CH.sub.2                                 O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     O   A-2 CH.sub.3                                                                             CH.sub.2                                 O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     SO  A-2 CH.sub.3                                                                             O                                        O  H   CH.sub.3                                                                           H  6-PO(CH.sub.3).sub.3                                                                     SO.sub.2                                                                           A-2 OCH.sub.3                                                                            O                                        O  H   CH.sub.3                                                                           H  6-CN      SO.sub.2                                                                           A-2 OCF.sub.2 H                                                                          O                                        O  H   CH.sub.3                                                                           H  6-CN      O   A-2 OCF.sub.2 H                                                                          CH.sub.2                                 O  H   CH.sub.3                                                                           H  6-NH.sub.2                                                                               O   A-2 OC.sub.2 H.sub.5                                                                     O                                        O  H   CH.sub.3                                                                           H  6-CH.sub.2 CH.sub.2 OCH.sub.3                                                            SO  A-2 OCH.sub.3                                                                            O                                        O  H   CH.sub.3                                                                           H  6-CH.sub.2 SCH.sub.3                                                                     S   A-2 CH.sub.3                                                                             CH.sub.2                                 O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-2 CH.sub.3                                                                             CH.sub.2                                 O  H   C.sub.2 H.sub.5                                                                    H  6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-2 OCH.sub.3                                                                            CH.sub.2                                 O  H   CH.sub.3                                                                           CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                     O   A-2 OCH.sub.3                                                                            O                                        O  H   CH.sub.3                                                                           CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-2 OCF.sub.2 H                                                                          CH.sub.2                                 O  CH.sub.3                                                                           CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-2 OCH.sub.3                                                                            O                                        S  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-2 CH.sub.3                                                                             O                                        O  H   H   H  6-CH.sub.2 OCH.sub.2 CF.sub.3                                                            SO.sub.2                                                                           A-3 OCH.sub.3                                      O  H   CH.sub.3                                                                           H  6-CH.sub.2 CH.sub.2 SCH.sub.3                                                            S   A-3 OCH.sub.3                                      O  H   CH.sub.3                                                                           H  6-NH.sub.2                                                                               SO.sub.2                                                                           A-3 CH.sub.3                                       O  H   CH.sub.3                                                                           H  5-CH.sub.2 OC.sub.2 H.sub.5                                                              O   A-3 OCF.sub.2 H                                    O  H   CH.sub.3                                                                           H  6-cyclopropyl                                                                            O   A-3 OCH.sub.3                                      O  H   CH.sub.3                                                                           H  6-(2'-FC.sub.6 H.sub.4)                                                                  O   A-3 CH.sub.3                                       O  H   CH.sub.3                                                                           H  6-CN      S   A-3 OC.sub.2 H.sub.5                               O  H   CH.sub.3                                                                           H  6-CN      SO.sub.2                                                                           A-3 OCF.sub.2 H                                    O  H   CH.sub.3                                                                           H  6-N(CH.sub.3).sub.2                                                                      O   A-3 OCH.sub.3                                      O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     O   A-3 CH.sub.3                                       O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-3 CH.sub.3                                       O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     S   A-3 OCH.sub.3                                      O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     O   A-3 OCH.sub.3                                      O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     SO  A-3 OC.sub.2 H.sub.5                               O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     SO.sub.2                                                                           A-3 CH.sub.3                                       O  H   C.sub.2 H.sub.5                                                                    H  6-Si(CH.sub.3).sub.3                                                                     O   A-3 CH.sub.3                                       O  H   CH.sub.3                                                                           CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                     O   A-3 OCH.sub.3                                      O  H   CH.sub.3                                                                           CH.sub.3                                                                          6-Si(CH.sub.3).sub. 3                                                                    SO.sub.2                                                                           A-3 CH.sub.3                                       O  H   H   CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                     O   A-3 CH.sub.3                                       S  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     O   A-3 CH.sub.3                                       __________________________________________________________________________     W  R   R.sub.2                                                                            R.sub.3                                                                           R.sub.4   Q   A   X.sub.1                                                                              Y.sub.3                                                                               m.p. (°C.)                 __________________________________________________________________________     O  H   H   H  6-Si(CH.sub.3).sub.3                                                                     SO.sub.2                                                                           A-4 CH.sub.3                                                                             CH.sub.3                                 O  H   CH.sub.3                                                                           H  5-CH.sub.2 OCH.sub.3                                                                     O   A-4 OCH.sub.3                                                                            CH.sub.3                                 O  H   CH.sub.3                                                                           H  5-CH.sub.2 CH.sub.2 CN                                                                   S   A-4 OCH.sub.3                                                                            H                                        O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     SO  A-4 OCF.sub.2 H                                                                          H                                        O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     SO.sub.2                                                                           A-4 OCH.sub.3                                                                            H                                        O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     O   A-4 OC.sub.2 H.sub.5                                                                     CH.sub.3                                 O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     S   A-4 OCH.sub.3                                                                            CH.sub.3                                 O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-4 CH.sub.3                                                                             CH.sub.3                                 O  H   CH.sub.3                                                                           H  6-CH.sub.2 CN                                                                            O   A-4 OCH.sub.3                                                                            CH.sub.3                                 O  H   CH.sub.3                                                                           H  6-CH.sub.2 CN                                                                            SO.sub.2                                                                           A-4 OCF.sub. 2 H                                                                         CH.sub.3                                 O  H   CH.sub.3                                                                           H  6-CH.sub.2 SCH.sub.3                                                                     S   A-4 CH.sub.3                                                                             H                                        O  H   CH.sub.3                                                                           H  6-CH.sub.2 CH.sub.2 NO.sub.2                                                             O   A-4 CH.sub.3                                                                             H                                        O  H   CH.sub.3                                                                           H  6-CH.sub.2 SO.sub.2 CH.sub.3                                                             SO.sub.2                                                                           A-4 OCH.sub.3                                                                            CH.sub.3                                 O  H   CH.sub.3                                                                           H  6-CH.sub.2 NO.sub.2                                                                      O   A-4 CH.sub.3                                                                             CH.sub.3                                 O  H   CH.sub.3                                                                           C.sub.2 H.sub.5                                                                   6-CH.sub.2 CH.sub.2 OCH.sub.3                                                            O   A-4 OCH.sub.3                                                                            H                                        O  H   CH.sub.3                                                                           H  6-CH.sub.2 CH.sub.2 OCH.sub.3                                                            SO.sub.2                                                                           A-4 CH.sub.3                                                                             H                                        O  H   CH.sub.3                                                                           CH.sub.3                                                                          6-CH.sub.2 CH.sub.2 OCH.sub.3                                                            SO.sub.2                                                                           A-4 OCF.sub.2 H                                                                          H                                        O  H   CH.sub.3                                                                           CH.sub.3                                                                          6-CH.sub.2 CH.sub.2 OCH.sub.3                                                            SO.sub.2                                                                           A-4 CH.sub.3                                                                             H                                        O  CH.sub.3                                                                           CH.sub.3                                                                           H  6-CH.sub.2 CH.sub.2 OCH.sub.3                                                            SO.sub.2                                                                           A-4 CH.sub.3                                                                             H                                        S  H   CH.sub.3                                                                           H  6-CH.sub.2 CH.sub.2 OCH.sub.3                                                            SO.sub.2                                                                           A-4 CH.sub.3                                                                             H                                        __________________________________________________________________________     W  R   R.sub.2                                                                            R.sub.3                                                                           R.sub.4   Q   A   X.sub.2                                                                              Y.sub.2                                                                               m.p. (°C.)                 __________________________________________________________________________     O  H   H   H  6-CH.sub. 2 CN                                                                           O   A-5 CH.sub.3                                                                             CH.sub.3                                 O  H   CH.sub.3                                                                           H  5-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-5 CH.sub.3                                                                             OCH.sub.3                                O  H   CH.sub.3                                                                           H  5-CH.sub.2 CN                                                                            SO.sub.2                                                                           A-5 CH.sub.3                                                                             OC.sub.2 H.sub.5                         O  H   CH.sub.3                                                                           H  5-NH.sub.2                                                                               O   A-5 CH.sub.3                                                                             SCH.sub.3                                O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     O   A-5 C.sub.2 H.sub.5                                                                      CH.sub.3                                 O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     S   A-5 CH.sub.2 CF.sub.3                                                                    OCH.sub.3                                O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-5 CH.sub.2 CF.sub.3                                                                    OCH.sub.3                                O  H   CH.sub.3                                                                           H  6-CH.sub.2 SCH.sub.2 CH.sub.3                                                            S   A-5 CH.sub.3                                                                             OC.sub.2 H.sub.5                         O  H   CH.sub.3                                                                           H  6-CH.sub.2 SCH.sub.2 CH.sub.3                                                            O   A-5 C.sub.2 H.sub.5                                                                      C.sub.2 H.sub.5                          O  H   CH.sub.3                                                                           H  6-CH.sub.2 SO.sub.2 CH.sub.3                                                             SO.sub.2                                                                           A-5 C.sub.2 H.sub.5                                                                      CH.sub.3                                 O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     O   A-5 CH.sub.2 CF.sub.3                                                                    CH.sub.3                                 O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     SO  A-5 CH.sub.3                                                                             SC.sub.2 H.sub.5                         O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     SO.sub.2                                                                           A-5 CH.sub.3                                                                             OCH.sub.3                                O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.2 CH.sub.3                                                            SO  A-5 C.sub.2 H.sub.5                                                                      OCH.sub.3                                O  H   C.sub.2 H.sub.5                                                                    H  6-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-5 CH.sub.3                                                                             OCH.sub.3                                O  H   CH.sub.3                                                                           H  6-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-5 CH.sub.3                                                                             OC.sub.2 H.sub.5                         O  H   CH.sub.3                                                                           CH.sub.3                                                                          6-CH.sub.2 OC.sub.2 H.sub.5                                                              O   A-5 CH.sub.3                                                                             SCH.sub.3                                O  H   CH.sub.3                                                                           CH.sub.3                                                                          6-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-5 CH.sub.3                                                                             SCH.sub.3                                O  CH.sub.3                                                                           CH.sub.3                                                                           H  6-CH.sub.2 OC.sub.2 H.sub.5                                                              O   A-5 CH.sub.3                                                                             CH.sub.3                                 S  H   CH.sub.3                                                                           H  6-CH.sub.2 OC.sub.2 H.sub.5                                                              O   A-5 CH.sub.3                                                                             CH.sub.3                                 __________________________________________________________________________     W  R   R.sub.2                                                                            R.sub.3                                                                           R.sub.4   Q   A   X.sub.3      m.p. (°C.)                 __________________________________________________________________________     O  H   H   H  6-CH.sub.2 OCH.sub.3                                                                     S   A-6 CH.sub.3                                       O  H   CH.sub.3                                                                           H  5-CH.sub.2 N(CH.sub.3)                                                                   O   A-6 OCH.sub.3                                      O  H   CH.sub.3                                                                           H  5-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-6 CH.sub.3                                       O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     O   A-6 CH.sub.3                                       O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     S   A-6 CH.sub.3                                       O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     SO  A-6 OCH.sub.3                                      O  H   CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     SO.sub.2                                                                           A-6 CH.sub.3                                       O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     S   A-6 OCH.sub.3                                      O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-6 CH.sub.3                                       O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-6 OCH.sub.3                                      O  H   CH.sub.3                                                                           H  6-CH.sub.2 SO.sub.2 CH.sub.3                                                             SO.sub.2                                                                           A-6 CH.sub.3                                       O  H   CH.sub.3                                                                           H  6-CH.sub.2 CN                                                                            O   A-6 CH.sub.3                                       O  H   C.sub.2 H.sub.5                                                                    H  6-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-6 CH.sub.3                                       O  H   CH.sub.3                                                                           H  6-CH.sub.2 OC.sub.2 H.sub.5                                                              O   A-6 OCH.sub.3                                      O  H   CH.sub.3                                                                           CH.sub.3                                                                          6-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-6 OCH.sub.3                                      O  H   CH.sub.3                                                                           CH.sub.3                                                                          6-CH.sub.2 OC.sub.2 H.sub.5                                                              O   A-6 OCH.sub.3                                      O  CH.sub.3                                                                           CH.sub.3                                                                           H  6-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-6 OCH.sub.3                                      S  H   CH.sub.3                                                                           H  6-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-6 OCH.sub.3                                      __________________________________________________________________________     W  R   R.sub.2                                                                            R.sub.3                                                                           R.sub.4   Q   A   X.sub.4                                                                              Y.sub.4                                                                            Z.sub.1                                                                           m.p. (°C.)                 __________________________________________________________________________     O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     O   A-7 OCH.sub.3                                                                            OCH.sub.3                                                                          CH                                   O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-7 OCH.sub.3                                                                            CH.sub.3                                                                           CH                                   O  H   CH.sub.3                                                                           H  6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-7 OCH.sub.3                                                                            CH.sub.3                                                                           N                                    O  CH.sub.3                                                                           CH.sub.3                                                                           H  6-Si(CH.sub.3).sub.3                                                                     O   A-7 OCH.sub.3                                                                            CH.sub.3                                                                           N                                    O  H   CH.sub.3                                                                           H  6-CH.sub.2 SCH.sub.3                                                                     S   A-7 Cl    OCH.sub.3                                                                          CH                                   O  H   CH.sub.3                                                                           H  6-N(CH.sub.3).sub.2                                                                      S   A-7 CH.sub.2 OCH.sub.3                                                                   OCH.sub.3                                                                          CH                                   __________________________________________________________________________

                                      TABLE VI                                     __________________________________________________________________________      ##STR64##                                                                     J = J-3                                                                        __________________________________________________________________________     W  R  R.sub.6                                                                           R.sub.5                                                                            R.sub.7                                                                            R.sub.4   Q   A   X.sub.1                                                                               Y.sub.1                                                                               m.p. (°C.)             __________________________________________________________________________     O  H  H  H   H   7-Si(CH.sub.3).sub.3                                                                     O   A-2 OCF.sub.2 H                                                                           O                                    O  H  H  CH.sub.3                                                                           H   6-CH.sub.2 CN                                                                            O   A-2 CH.sub.3                                                                              O                                    O  H  H  CH.sub.3                                                                           H   6-N(CH.sub.3).sub.2                                                                      SO.sub.2                                                                           A-2 OCH.sub.3                                                                             CH.sub.2                             O  H  H  CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 OCH.sub.3                                                            S   A-2 CH.sub.3                                                                              O                                    O  H  H  CH.sub.3                                                                           H   7-(3'-SCH.sub.3C.sub.6 H.sub.4)                                                          S   A-2 OC.sub.2 H.sub.5                                                                      CH.sub.2                             O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     SO.sub.2                                                                           A-2 OCH.sub.3                                                                             CH.sub.2                             O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     O   A-2 CH.sub.3                                                                              CH.sub.2                             O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     SO  A-2 CH.sub.3                                                                              O                                    O  H  H  CH.sub.3                                                                           H   7-PO(CH.sub.3).sub.3                                                                     SO.sub. 2                                                                          A-2 OCH.sub.3                                                                             O                                    O  H  H  CH.sub.3                                                                           H   7-CN      SO.sub.2                                                                           A-2 OCF.sub.2 H                                                                           O                                    O  H  H  CH.sub.3                                                                           H   7-CN      O   A-2 OCF.sub.2 H                                                                           CH.sub.2                             O  H  H  CH.sub.3                                                                           H   7-NH.sub.2                                                                               O   A-2 OC.sub.2 H.sub.5                                                                      O                                    O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 CH.sub.2 OCH.sub.3                                                            SO  A-2 OCH.sub.3                                                                             O                                    O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 SCH.sub.3                                                                     S   A-2 CH.sub.3                                                                              CH.sub.2                             O  H  CH.sub.3                                                                          CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-2 CH.sub.3                                                                              CH.sub.2                             O  H  H  C.sub.2 H.sub.5                                                                    H   7-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-2 OCH.sub.3                                                                             CH.sub.2                             O  H  H  CH.sub.3                                                                           CH.sub.3                                                                           7-CH.sub.2 OCH.sub.3                                                                     O   A-2 OCH.sub.3                                                                             O                                    O  H  CH.sub.3                                                                          CH.sub.3                                                                           CH.sub.3                                                                           7-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-2 OCF.sub.2 H                                                                           CH.sub.2                             O  CH.sub.3                                                                          H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-2 OCH.sub.3                                                                             O                                    S  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-2 CH.sub.3                                                                              O                                    O  H  H  H   H   7-CH.sub.2 OCH.sub.2 CF.sub.3                                                            SO.sub.2                                                                           A-3 OCH.sub.3                                   O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 CH.sub.2 SCH.sub.3                                                            S   A-3 OCH.sub.3                                   O  H  H  CH.sub.3                                                                           H   7-NH.sub.2                                                                               SO.sub.2                                                                           A-3 CH.sub.3                                    O  H  H  CH.sub.3                                                                           H   6-CH.sub.2 OC.sub.2 H.sub.5                                                              O   A-3 OCF.sub.2 H                                 O  H  H  CH.sub.3                                                                           H   7-cyclopropyl                                                                            O   A-3 OCH.sub.3                                   O  H  H  CH.sub.3                                                                           H   7-(2'-FC.sub.6 H.sub.4)                                                                  O   A-3 CH.sub.3                                    O  H  H  CH.sub.3                                                                           H   7-CN      S   A-3 OC.sub.2 H.sub.5                            O  H  H  CH.sub.3                                                                           H   7-CN      SO.sub.2                                                                           A-3 OCF.sub.2 H                                 O  H  H  CH.sub.3                                                                           H   7-N(CH.sub.3).sub.2                                                                      O   A-3 OCH.sub.3                                   O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     O   A-3 CH.sub.3                                    O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-3 CH.sub.3                                    O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     S   A-3 OCH.sub.3                                   O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     O   A-3 OCH.sub.3                                   O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     SO  A-3 OC.sub.2 H.sub.5                            O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     SO.sub. 2                                                                          A-3 CH.sub.3                                    O  H  H  C.sub.2 H.sub.5                                                                    H   7-Si(CH.sub.3).sub.3                                                                     O   A-3 CH.sub.3                                    O  H  H  CH.sub.3                                                                           CH.sub.3                                                                           7-Si(CH.sub.3).sub.3                                                                     O   A-3 OCH.sub.3                                   O  H  CH.sub.3                                                                          CH.sub.3                                                                           CH.sub.3                                                                           7-Si(CH.sub.3).sub.3                                                                     SO.sub.2                                                                           A-3 CH.sub.3                                    O  H  CH.sub.3                                                                          H   CH.sub.3                                                                           7-Si(CH.sub.3).sub.3                                                                     O   A-3 CH.sub.3                                    S  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     O   A-3 CH.sub.3                                    __________________________________________________________________________     W  R  R.sub.6                                                                           R.sub.5                                                                            R.sub.7                                                                            R.sub.4   Q   A   X.sub.1                                                                               Y.sub.3                                                                               m.p. (°C.)             __________________________________________________________________________     O  H  H  H   H   7-Si(CH.sub.3).sub.3                                                                     SO.sub.2                                                                           A-4 CH.sub.3                                                                              CH.sub.3                             O  H  H  CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                     O   A-4 OCH.sub.3                                                                             CH.sub.3                             O  H  H  CH.sub.3                                                                           H   6-CH.sub.2 CH.sub.2 CN                                                                   S   A-4 OCH.sub.3                                                                             H                                    O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     SO  A-4 OCF.sub.2 H                                                                           H                                    O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     SO.sub.2                                                                           A-4 OCH.sub.3                                                                             H                                    O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     O   A-4 OC.sub.2 H.sub.5                                                                      CH.sub.3                             O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     S   A-4 OCH.sub.3                                                                             CH.sub.3                             O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-4 CH.sub.3                                                                              CH.sub.3                             O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 CN                                                                            O   A-4 OCH.sub.3                                                                             CH.sub.3                             O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 CN                                                                            SO.sub.2                                                                           A-4 OCF.sub.2 H                                                                           CH.sub.3                             O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 SCH.sub.3                                                                     S   A-4 CH.sub.3                                                                              H                                    O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 CH.sub.2 NO.sub.2                                                             O   A-4 CH.sub.3                                                                              H                                    O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 SO.sub.2 CH.sub.3                                                             SO.sub.2                                                                           A-4 OCH.sub.3                                                                             CH.sub.3                             O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 NO.sub.2                                                                      O   A-4 CH.sub.3                                                                              CH.sub.3                             O  H  H  CH.sub.3                                                                           C.sub.2 H.sub.5                                                                    7-CH.sub.2 CH.sub.2 OCH.sub.3                                                            O   A-4 OCH.sub.3                                                                             H                                    O  H  CH.sub.3                                                                          CH.sub.3                                                                           H   7-CH.sub.2 CH.sub.2 OCH.sub.3                                                            SO.sub.2                                                                           A-4 CH.sub.3                                                                              H                                    O  H  H  CH.sub.3                                                                           CH.sub.3                                                                           7-CH.sub.2 CH.sub.2 OCH.sub.3                                                            SO.sub.2                                                                           A-4 OCF.sub.2 H                                                                           H                                    O  H  CH.sub.3                                                                          CH.sub.3                                                                           CH.sub. 3                                                                          7-CH.sub.2 CH.sub.2 OCH.sub.3                                                            SO.sub.2                                                                           A-4 CH.sub.3                                                                              H                                    O  CH.sub.3                                                                          H  CH.sub.3                                                                           H   7-CH.sub.2 CH.sub.2 OCH.sub.3                                                            SO.sub.2                                                                           A-4 CH.sub.3                                                                              H                                    S  H  H  CH.sub.3                                                                           H   7-CH.sub.2 CH.sub.2 OCH.sub.3                                                            SO.sub.2                                                                           A-4 CH.sub.3                                                                              H                                    __________________________________________________________________________     W  R  R.sub.6                                                                           R.sub.5                                                                            R.sub.7                                                                            R.sub.4   Q   A   X.sub.2                                                                               Y.sub.2                                                                               m.p. (°C.)             __________________________________________________________________________     O  H  H  H   H   7-CH.sub.2 CN                                                                            O   A-5 CH.sub.3                                                                              CH.sub.3                             O  H  H  CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-5 CH.sub.3                                                                              OCH.sub.3                            O  H  H  CH.sub.3                                                                           H   6-CH.sub.2 CN                                                                            SO.sub.2                                                                           A-5 CH.sub.3                                                                              OC.sub.2 H.sub.5                     O  H  H  CH.sub.3                                                                           H   6-NH.sub.2                                                                               O   A-5 CH.sub.3                                                                              SCH.sub.3                            O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     O   A-5 C.sub.2 H.sub.5                                                                       CH.sub.3                             O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     S   A-5 CH.sub.2 CF.sub.3                                                                     OCH.sub.3                            O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-5 CH.sub.2 CF.sub.3                                                                     OCH.sub.3                            O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 SCH.sub.2 CH.sub.3                                                            S   A-5 CH.sub.3                                                                              OC.sub.2 H.sub.5                     O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 SCH.sub.2 CH.sub.3                                                            O   A-5 C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                      O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 SO.sub.2 CH.sub.3                                                             SO.sub.2                                                                           A-5 C.sub.2 H.sub.5                                                                       CH.sub.3                             O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     O   A-5 CH.sub.2 CF.sub.3                                                                     CH.sub.3                             O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     SO  A-5 CH.sub.3                                                                              SC.sub.2 H.sub.5                     O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     SO.sub.2                                                                           A-5 CH.sub.3                                                                              OCH.sub.3                            O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.2 CH.sub.3                                                            SO  A-5 C.sub.2 H.sub.5                                                                       OCH.sub.3                            O  H  H  C.sub.2 H.sub.5                                                                    H   7-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-5 CH.sub.3                                                                              OCH.sub.3                            O  H  CH.sub.3                                                                          CH.sub.3                                                                           H   7-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-5 CH.sub.3                                                                              OC.sub.2 H.sub.5                     O  H  H  CH.sub.3                                                                           CH.sub.3                                                                           7-CH.sub.2 OC.sub.2 H.sub.5                                                              O   A-5 CH.sub.3                                                                              SCH.sub.3                            O  H  CH.sub.3                                                                          CH.sub.3                                                                           CH.sub.3                                                                           7-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-5 CH.sub.3                                                                              SCH.sub.3                            O  CH.sub.3                                                                          H  CH.sub.3                                                                           H   7-CH.sub.2 OC.sub.2 H.sub.5                                                              O   A-5 CH.sub.3                                                                              CH.sub.3                             S  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OC.sub.2 H.sub.5                                                              O   A-5 CH.sub.3                                                                              CH.sub.3                             __________________________________________________________________________     W  R  R.sub.6                                                                           R.sub.5                                                                            R.sub.7                                                                            R.sub.4   Q   A   X.sub.3       m.p. (°C.)             __________________________________________________________________________     O  H  H  H   H   7-CH.sub.2 OCH.sub.3                                                                     S   A-6 CH.sub.3                                    O  H  H  CH.sub.3                                                                           H   6-CH.sub.2 N(CH.sub.3)                                                                   O   A-6 OCH.sub.3                                   O  H  H  CH.sub.3                                                                           H   6-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-6 CH.sub.3                                    O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     O   A-6 CH.sub.3                                    O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     S   A-6 CH.sub.3                                    O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     SO  A-6 OCH.sub.3                                   O  H  H  CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                     SO.sub.2                                                                           A-6 CH.sub.3                                    O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     S   A-6 OCH.sub.3                                   O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-6 CH.sub.3                                    O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                     SO.sub.2                                                                           A-6 OCH.sub.3                                   O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 SO.sub.2 CH.sub.3                                                             SO.sub.2                                                                           A-6 CH.sub.3                                    O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 CN                                                                            O   A-6 CH.sub.3                                    O  H  H  C.sub.2 H.sub.5                                                                    H   7-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-6 CH.sub.3                                    O  H  CH.sub.3                                                                          CH.sub.3                                                                           H   7-CH.sub.2 OC.sub.2 H.sub.5                                                              O   A-6 OCH.sub.3                                   O  H  H  CH.sub.3                                                                           CH.sub.3                                                                           7-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-6 OCH.sub.3                                   O  H  CH.sub.3                                                                          CH.sub.3                                                                           CH.sub.3                                                                           7-CH.sub.2 OC.sub.2 H.sub.5                                                              O   A-6 OCH.sub.3                                   O  CH.sub.3                                                                          H  CH.sub.3                                                                           H   7-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-6 OCH.sub.3                                   S  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OC.sub.2 H.sub.5                                                              SO.sub.2                                                                           A-6 OCH.sub.3                                   __________________________________________________________________________     W  R  R.sub.1                                                                           R.sub.2                                                                            R.sub.3                                                                            R.sub.4       A   X.sub.4                                                                               Y.sub.4                                                                            Z.sub.1                                                                           m.p. (°C.)             __________________________________________________________________________     O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                         A-7 OCH.sub.3                                                                             OCH.sub.3                                                                          CH                               O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                         A-7 OCH.sub.3                                                                             CH.sub.3                                                                           CH                               O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 OCH.sub.3                                                                         A-7 OCH.sub.3                                                                             CH.sub.3                                                                           N                                O  H  CH.sub.3                                                                          CH.sub.3                                                                           H   7-Si(CH.sub.3).sub.3                                                                         A-7 OCH.sub.3                                                                             CH.sub.3                                                                           N                                O  H  H  CH.sub.3                                                                           H   7-CH.sub.2 SCH.sub.3                                                                         A-7 Cl     OCH.sub.3                                                                          CH                               O  H  H  CH.sub.3                                                                           H   7-N(CH.sub.3).sub.2                                                                          A-7 CH.sub.2 OCH.sub.3                                                                    OCH.sub.3                                                                          CH                               __________________________________________________________________________

                                      TABLE VII                                    __________________________________________________________________________      ##STR65##                                                                     A = A-1                                                                        __________________________________________________________________________     J   n W R  R.sub.1                                                                           R.sub.2                                                                               R.sub.4   X      Y     Z  m.p. (°C.)               __________________________________________________________________________     J-4 0 O H  H  H      6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 0 O H  H  CH.sub.3                                                                              5-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 0 O H  H  CH.sub.3                                                                              5-Si(CH.sub.3).sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 0 O H  H  CH.sub.3                                                                              5-NH.sub.2                                                                               OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 0 O H  H  CH.sub.3                                                                              6-CH.sub.2 CN                                                                            OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 0 O H  H  CH.sub.3                                                                              6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 0 O H  H  CH.sub.3                                                                              6-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-4 0 O H  H  CH.sub.3                                                                              6-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-4 0 O H  H  CH.sub.3                                                                              6-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              CCH   N                                  J-4 0 O H  H  CH.sub.3                                                                              6-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-4 0 O H  H  CH.sub.3                                                                              6-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-4 0 O H  H  CH.sub.3                                                                              6-Si(CH.sub.3).sub.3                                                                     Cl     OCH.sub.3                                                                            CH                                 J-4 0 O H  H  CH.sub.3                                                                              6-CH.sub.2 CH.sub.2 SCH.sub.3                                                            OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 0 O H  H  CH.sub.3                                                                              6-CH.sub.2 CH.sub.2 SCH.sub.3                                                            OCH.sub.3                                                                             CH.sub.3                                                                             N                                  J-4 0 O H  H  CH.sub.3                                                                              6-cyclopropyl                                                                            OCH.sub.3                                                                             CH.sub.3                                                                             N                                  J-4 0 O H  H  CH.sub.2 CH.sub.3                                                                     6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 0 O H  H  CH.sub.2 CH.sub.2 CH.sub.3                                                            6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 0 O H  CH.sub.3                                                                          CH.sub.3                                                                              6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 0 O CH.sub.3                                                                          H  CH.sub.3                                                                              6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 0 S H  H  CH.sub.3                                                                              6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 1 O H  H  H      7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 1 O H  H  CH.sub.3                                                                              6-CH.sub.2 SCH.sub.3                                                                     OCH.sub.3                                                                             CH                                       J-4 1 O H  H  CH.sub.3                                                                              6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 1 O H  H  CH.sub.3                                                                              6-CH.sub.2 CH.sub.2 OCH.sub.3                                                            OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 1 O H  H  CH.sub.3                                                                              7-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 1 O H  H  CH.sub.3                                                                              7-Si(CH.sub.3).sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 1 O H  H  CH.sub.3                                                                              7-Si(CH.sub.3).sub.3                                                                     Cl     OCH.sub.3                                                                            CH                                 J-4 1 O H  H  CH.sub.3                                                                              7-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-4 1 O H  H  CH.sub.3                                                                              7-Si(CH.sub.3).sub.3                                                                     OC.sub.2 H.sub.7                                                                      NHCH.sub.3                                                                           N                                  J-4 1 O H  H  CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     OC.sub.2 H.sub.7                                                                      SCH.sub.3                                                                            CH                                 J-4 1 O H  H  CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 1 O H  H  CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             CN    CH                                 J-4 1 O H  H  CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             CH.sub.3                                                                             N                                  J-4 1 O H  H  CH.sub.3                                                                              7-CN      OCH.sub.3                                                                             CH.sub.3                                                                             N                                  J-4 1 O H  H  CH.sub.3                                                                              7-CN      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 1 O H  H  CH.sub.2 CH.sub.3                                                                     7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 1 0 H  H  CH.sub.2 CH.sub.2 CH.sub.3                                                            7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 1 O H  CH.sub.3                                                                          CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 1 O CH.sub.3                                                                          H  CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-4 1 S H  H  CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O H  H  --     5-CH.sub.2 OC.sub.2 H.sub.5                                                              OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O H  H  --     5-(4'-ClC.sub.6 H.sub.4)                                                                 OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O H  H  --     5-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O H  H  --     6-CH.sub.2 CH.sub.2 SCH.sub.3                                                            OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O H  H  --     6-CH.sub.2 CN                                                                            OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O H  H  --     6-Si(CH.sub. 3).sub.3                                                                    OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O H  H  --     6-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-5 0 O H  H  --     6-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-5 0 O H  H  --     6-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              CCH   N                                  J-5 0 O H  H  --     6-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-5 0 O H  H  --     6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O H  H  --     6-CH.sub.2 OCH.sub.3                                                                     Cl     OCH.sub.3                                                                            CH                                 J-5 0 O H  H  --     6-(2'-OCH.sub.3 C.sub.6 H.sub.4)                                                         OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O H  CH.sub.3                                                                          --     6-C.sub.6 H.sub.5                                                                        OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O H  CH.sub.3                                                                          --     6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O H  CH.sub.3                                                                          --     6-Si(CH.sub.3).sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O H  CH.sub.3                                                                          --     6-CH.sub.2 SCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O CH.sub.3                                                                          H  --     6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 0 O CH.sub.3                                                                          H  --     6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             CH.sub.3                                                                             N                                  J-5 0 S H  H  --     6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 1 O H  H  --     6-CH.sub.2 Si(CH.sub.3).sub.3                                                            OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 1 O H  H  --     6-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH 216-218 dec.                    J-5 1 O H  H  --     6-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            CH 223-226 dec.                    J-5 1 O H  H  --     6-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            N  196-200 dec.                    J-5 1 O H  H  --     6-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            N  199-205 dec.                    J-5 1 O H  H  --     6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 1 O H  H  --     7-CH.sub.2 OCH.sub.3                                                                     CF.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-5 1 O H  H  --     7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 1 O H  H  --     7-CH.sub. 2 OCH.sub.3                                                                    CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-5 1 O H  H  --     7-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              NHCH.sub.3                                                                           N                                  J-5 1 O H  H  --     7-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-5 1 O H  H  --     7-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-5 1 O H  H  --     7-Si(CH.sub.3).sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 1 O H  H  --     7-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 1 O H  H  --     7-CH.sub.2 CH.sub.2 OCH.sub.3                                                            OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 1 O H  H  --     7-CH.sub.2 CH.sub.2 OCH.sub.3                                                            CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-5 1 O H  CH.sub.3                                                                          --     7-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-5 1 O H  CH.sub.3                                                                          --     7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 1 O H  CH.sub.3                                                                          --     7-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 1 O CH.sub.3                                                                          CH.sub.3                                                                          --     7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-5 1 S H  H  --     7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-6 --                                                                               O H  H  H      7-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-6 --                                                                               O H  H  H      7-CH.sub.2 OC.sub.2 H.sub.5                                                              CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-6 --                                                                               O H  H  CH.sub.3                                                                              6-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-6 --                                                                               O H  H  CH.sub.3                                                                              6-CH.sub.2 CH.sub.2 OCH.sub.3                                                            CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-6 --                                                                               O H  H  CH.sub.3                                                                              7-CH.sub.2 SCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-6 --                                                                               O H  H  CH.sub.3                                                                              7-CH.sub.2 OCH.sub.2 CH.sub.3                                                            CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-6 --                                                                               O H  H  CH.sub.3                                                                              7-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-6 --                                                                               O H  H  CH.sub.3                                                                              7-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-6 --                                                                               O H  H  CH.sub.3                                                                              7-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-6 --                                                                               O H  H  CH.sub.3                                                                              7-Si(CH.sub.3).sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-6 --                                                                               O H  H  CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-6 --                                                                               O H  H  CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     Cl     OCH.sub.3                                                                            CH                                 J-6 --                                                                               O H  H  CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             CH.sub.3                                                                             N                                  J-6 --                                                                               O H  H  CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              N(CH.sub.3).sub.2                                                                    N                                  J-6 --                                                                               O H  H  CH.sub.3                                                                              7-(4'-OCH.sub.3 C.sub.6 H.sub.4)                                                         OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-6 --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-6 --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-6 --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                              7-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-6 --                                                                               O CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                              7-Si(CH.sub.3).sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-6 --                                                                               S H  CH.sub.3                                                                          CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-7 --                                                                               O H  -- H      7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-7 --                                                                               O H  -- H      6-Si(CH.sub.3).sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-7 --                                                                               O H  -- H      6-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-7 --                                                                               O H  -- H      6-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-7 --                                                                               O H  -- CH.sub.3                                                                              6-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-7 --                                                                               O H  -- CH.sub.3                                                                              6-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-7 --                                                                               O H  -- CH.sub.3                                                                              7-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-7 --                                                                               O H  -- CH.sub.3                                                                              7-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-7 --                                                                               O H  -- CH.sub.3                                                                              7-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-7 --                                                                               O H  -- C.sub.2 H.sub.5                                                                       7-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-7 --                                                                               O CH.sub.3                                                                          -- H      7-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-7 --                                                                               S H  -- H      7-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-8 --                                                                               O H  -- H      7-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             CH.sub.3                                                                             N                                  J-8 --                                                                               O H  -- H      7-Si(CH.sub.3).sub.3                                                                     OCH.sub.3                                                                             CH.sub.3                                                                             N                                  J-8 --                                                                               O H  -- H      7-Si(CH.sub.3).sub.3                                                                     OCH.sub.3                                                                             CH.sub.3                                                                             CH                                 J-8 --                                                                               O H  -- H      7-NH.sub.2                                                                               OCH.sub.3                                                                             CH.sub.3                                                                             CH                                 J-8 --                                                                               O H  -- H      7-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             CH.sub.3                                                                             CH                                 J-8 --                                                                               O H  -- H      7-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-8 --                                                                               O H  -- H      7-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            N                                  J-8 --                                                                               O H  -- CH.sub.3                                                                              7-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-8 --                                                                               O H  -- H      6-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-8 --                                                                               O CH.sub.3                                                                          -- H      6-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-8 --                                                                               S H  -- H      6-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-8 --                                                                               O H  -- H      6-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-9 --                                                                               O H  -- H      7-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-9 --                                                                               O H  -- H      7-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-9 --                                                                               O H  -- H      7-NH.sub.2                                                                               CH.sub.3                                                                              OCF.sub.2 H                                                                          CH                                 J-9 --                                                                               O H  -- H      7-N(CH.sub.3).sub.2                                                                      Cl     OCH.sub.3                                                                            CH                                 J-9 --                                                                               O H  -- H      7-Si(CH.sub.3).sub.3                                                                     Cl     OCH.sub.3                                                                            CH                                 J-9 --                                                                               O H  -- H      6-Si(CH.sub.3).sub.3                                                                     Cl     OCH.sub.3                                                                            CH                                 J-9 --                                                                               O H  -- H      6-Si(CH.sub.3).sub.3                                                                     OCH.sub.3                                                                             NHCH.sub.3                                                                           N                                  J-9 --                                                                               O H  -- CH.sub.3                                                                              6-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             NHCH.sub.3                                                                           N                                  J-9 --                                                                               O H  -- CH.sub.3                                                                              6-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             CH.sub.3                                                                             N                                  J-9 --                                                                               O CH.sub.3                                                                          -- H      6-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             CH.sub.3                                                                             CH                                 J-9 --                                                                               S H  -- H      6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-9 --                                                                               O H  -- H      6-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 __________________________________________________________________________     J   n W R  R.sub.12                                                                          R.sub.13                                                                              R.sub.4   X      Y     Z  m.p. (°                  __________________________________________________________________________                                                    C.)                             J-10                                                                               0 O H  H  H      6-CH.sub.2 OC.sub.3                                                                      OCF.sub.2 H                                                                           OCF.sub.2 H                                                                          CH                                 J-10                                                                               0 O H  H  H      6-Si(CH.sub.3).sub.3                                                                     Cl     OCH.sub.3                                                                            CH                                 J-10                                                                               0 O H  H  H      6-CH.sub.2 NH.sub.2                                                                      SCH.sub.3                                                                             CH.sub.3                                                                             CH                                 J-10                                                                               0 O H  H  H      6-CN      CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-10                                                                               0 O H  H  H      5-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              CH.sub.3                                                                             CH 198-202                         J-10                                                                               0 O H  H  H      5-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            CH 204-207                         J-10                                                                               0 O H  H  H      5-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH 176-180                         J-10                                                                               0 O H  H  H      5-N(CH.sub.3).sub.2                                                                      Cl     OCH.sub.3                                                                            CH 205-208                         J-10                                                                               0 O H  H  H      5-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            N  200-202                         J-10                                                                               0 O H  H  CH.sub.3                                                                              5-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            N                                  J-10                                                                               0 O H  CH.sub.3                                                                          CH.sub.3                                                                              5-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-10                                                                               0 O H  Br H      5-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-10                                                                               0 O CH.sub.3                                                                          H  H      5-Si(CH.sub. 3).sub.3                                                                    CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-10                                                                               0 S H  H  H      5-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-10                                                                               1 O H  H  H      6-Si(CH.sub.3).sub.3                                                                     Cl     OCH.sub.3                                                                            CH                                 J-10                                                                               1 O H  H  H      6-NHCH.sub.3                                                                             OCH.sub.3                                                                             CH.sub.3                                                                             CH                                 J-10                                                                               1 O H  H  H      6-NHCH.sub.3                                                                             OCH.sub.3                                                                             CH.sub.3                                                                             N                                  J-10                                                                               1 O H  H  H      6-CN      OCH.sub.3                                                                             OCH.sub.3                                                                            N                                  J-10                                                                               1 O H  H  H      6-CN      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-10                                                                               1 O H  H  H      7-CN      Cl     OCH.sub.3                                                                            CH                                 J-10                                                                               1 O H  H  H      7-CN      CCH    OCH.sub.3                                                                            CH                                 J-10                                                                               1 O H  H  H      7-N(CH.sub.3).sub.2                                                                      Br     OCH.sub.3                                                                            CH                                 J-10                                                                               1 O H  H  H      7-N(CH.sub.3).sub.2                                                                      NH.sub.2                                                                              OCH.sub.3                                                                            CH                                 J-10                                                                               1 O H  H  H      7-N(CH.sub.3).sub.2                                                                      N(CH.sub.3).sub.2                                                                     OCH.sub.3                                                                            N                                  J-10                                                                               1 O CH.sub.3                                                                          H  H      7-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-10                                                                               1 S H  H  H      7-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-11                                                                               0 O H  -- --     2-N(C.sub.2 H.sub.5).sub.2                                                               CH.sub.3                                                                              OCH.sub.3                                                                            H                                  J-11                                                                               0 O H  -- --     2-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-11                                                                               0 O H  -- --     2-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-11                                                                               0 O H  -- --     2-CH.sub.2 OC.sub.2 H.sub.5                                                              CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-11                                                                               0 O H  -- --     3-CN      CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-11                                                                               0 O H  -- --     3-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-11                                                                               0 O H  -- --     3-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-11                                                                               0 O H  -- --     3-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             CH.sub.3                                                                             CH                                 J-11                                                                               0 O H  -- --     3-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            N                                  J-11                                                                               0 O CH.sub.3                                                                          -- --     3-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             CH.sub.3                                                                             N                                  J-11                                                                               0 S H  -- --     3-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             CH.sub.3                                                                             N                                  __________________________________________________________________________     J   n W R            R.sub.4   X      Y     Z  m.p. (°C,)               __________________________________________________________________________     J-11                                                                               1 O H            2-CH.sub.2 OCH.sub.3                                                                     CH.sub.2 CH.sub.2 CH.sub.3                                                            OCH.sub.3                                                                            CH                                 J-11                                                                               1 O H            2-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OC.sub.2 H.sub.5                                                                     CH                                 J-11                                                                               1 O H            2-CH.sub.2 OCH.sub.3                                                                     Cl     CH.sub.3                                                                             CH                                 J-11                                                                               1 O H            2-CH.sub.2 OCH.sub.3                                                                     Cl     OCH.sub.3                                                                            CH                                 J-11                                                                               1 O H            2-Si(CH.sub.3).sub.3                                                                     OCH.sub.3                                                                             CH.sub.3                                                                             CH                                 J-11                                                                               1 O H            2-Si(CH.sub.3).sub.3                                                                     OCH.sub.3                                                                             CH.sub.3                                                                             N                                  J-11                                                                               1 O H            3-CN      NHCH.sub.3                                                                            OC.sub.2 H.sub.5                                                                     N                                  J-11                                                                               1 O H            3-CN      OCH.sub.3                                                                             CH.sub.2 OCH.sub.3                                                                   N                                  J-11                                                                               1 O H            3-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-11                                                                               1 O H            3-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            N                                  J-11                                                                               1 O CH.sub.3     3-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-11                                                                               1 S H            3-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-12                                                                               --                                                                               O H            2-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH 166- 170 dec.                   J-12                                                                               --                                                                               O H            2-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            CH 155-157 dec.                    J-12                                                                               --                                                                               O H            2-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              CH.sub.3                                                                             CH 205-207 dec.                    J-12                                                                               --                                                                               O H            2-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              CH.sub.3                                                                             N  197-201 dec.                    J-12                                                                               --                                                                               O H            2-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             CH.sub.3                                                                             N  205-207 dec.                    J-12                                                                               --                                                                               O H            2-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            N  208-209 dec.                    J-12                                                                               --                                                                               O H            2-CH.sub.2 SCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            N                                  J-12                                                                               --                                                                               O H            2-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-12                                                                               --                                                                               O H            3-CH.sub.2 OCH.sub.3                                                                     OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-12                                                                               --                                                                               O H            3-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-12                                                                               --                                                                               S H            3-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-12                                                                               --                                                                               O CH.sub.3     3-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-13                                                                               --                                                                               O H            7-Si(CH.sub.3).sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-13                                                                               --                                                                               O H            7-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-13                                                                               --                                                                               O H            7-CH.sub.2 SCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-13                                                                               --                                                                               O H            7-CN      CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-13                                                                               --                                                                               O H            7-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            N                                  J-13                                                                               --                                                                               O H            7-N(CH.sub.3).sub.2                                                                      CH.sub.3                                                                              OCH.sub.3                                                                            CH                                 J-13                                                                               --                                                                               O H            6-N(CH.sub.3).sub.2                                                                      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-13                                                                               --                                                                               O H            6-CN      OCH.sub.3                                                                             OCH.sub.3                                                                            CH                                 J-13                                                                               --                                                                               O H            6-CN      Cl     OCH.sub.3                                                                            CH                                 J-13                                                                               --                                                                               O H            6-NH.sub.2                                                                               Cl     OCH.sub.3                                                                            CH                                 J-13                                                                               --                                                                               O CH.sub.3     7-CH.sub.2 OCH.sub.3                                                                     Cl     OCH.sub.3                                                                            CH                                 J-13                                                                               --                                                                               S H            7-CH.sub.2 OCH.sub.3                                                                     CH.sub.3                                                                              OCH.sub.3                                                                            N                                  __________________________________________________________________________

                                      TABLE VIII                                   __________________________________________________________________________      ##STR66##                                                                     __________________________________________________________________________     J  n W R  R.sub.1                                                                           R.sub.2                                                                           R.sub.4  A  X.sub.1                                                                              Y.sub.1  m.p. (°C.)                   __________________________________________________________________________     J-4                                                                               0 O H  H  CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               OCH.sub.3                                                                            O                                            J-4                                                                               0 O H  H  CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               CH.sub.3                                                                             CH.sub.2                                     J-4                                                                               0 O H  H  CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                    A-2                                                                               OCF.sub.2 H                                                                          O                                            J-4                                                                               0 O H  H  CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                    A-2                                                                               CH.sub.3                                                                             CH.sub.2                                     J-4                                                                               1 O H  H  CH.sub.3                                                                          7-Si(CH.sub.3).sub.3                                                                    A-2                                                                               OC.sub.2 H.sub.5                                                                     CH.sub.2                                     J-4                                                                               1 O H  H  CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                     J-4                                                                               1 O H  CH.sub.3                                                                          CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCH.sub.3                                                                            O                                            J-4                                                                               1 S H  H  CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               CH.sub.3                                                                             O                                            J-5                                                                               0 O H  H  -- 6-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               CH.sub.3                                                                             O                                            J-5                                                                               0 O H  H  -- 6-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               OCH.sub.3                                                                            O                                            J-5                                                                               0 O H  CH.sub.3                                                                          -- 6-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCH.sub.3                                                                            O                                            J-5                                                                               0 O H  CH.sub.3                                                                          -- 6-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                     J-5                                                                               1 O CH.sub.3                                                                          CH.sub.3                                                                          -- 7-Si(CH.sub.3).sub.3                                                                    A-2                                                                               OCF.sub.2 H                                                                          O                                            J-5                                                                               1 O H  CH.sub.3                                                                          -- 7-Si(CH.sub.3).sub.3                                                                    A-2                                                                               CH.sub.3                                                                             CH.sub.2                                     J-5                                                                               1 O H  H  -- 7-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               OC.sub.2 H.sub.5                                                                     CH.sub.2                                     J-5                                                                               1 O H  H  -- 7-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               CH.sub.3                                                                             CH.sub.2                                     J-6                                                                               --                                                                               O H  H  CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               CH.sub.3                                                                             CH.sub.2                                     J-6                                                                               --                                                                               O H  H  H  7-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               CH.sub.3                                                                             CH.sub.2                                     J-6                                                                               --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               OCH.sub.3                                                                            O                                            J-6                                                                               --                                                                               O O  CH.sub.3                                                                          CH.sub.3                                                                          7-Si(CH.sub.3).sub.3                                                                    A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                     J-7                                                                               --                                                                               O H  -- H  6-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               OCH.sub.3                                                                            O                                            J-7                                                                               --                                                                               O H  -- H  6-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               CH.sub.3                                                                             CH.sub.2                                     J-7                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCF.sub.2 H                                                                          O                                            J-7                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-2                                                                               CH.sub.3                                                                             CH.sub.2                                     J-8                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-2                                                                               OC.sub.2 H.sub.5                                                                     CH.sub.2                                     J-8                                                                               --                                                                               O CH.sub.3                                                                          -- CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                     J-8                                                                               --                                                                               O H  -- CH.sub.3                                                                          6-NH.sub.2                                                                              A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                     J-8                                                                               --                                                                               O H  -- CH.sub.3                                                                          6-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCH.sub.3                                                                            O                                            J-9                                                                               --                                                                               O H  -- H  7-Si(CH.sub.3).sub.3                                                                    A-2                                                                               CH.sub.3                                                                             O                                            J-9                                                                               --                                                                               O H  -- H  7-Si(CH.sub.3).sub.3                                                                    A-2                                                                               OCH.sub.3                                                                            O                                            J-9                                                                               --                                                                               O H  -- H  6-NH.sub.2                                                                              A-2                                                                               OCH.sub.3                                                                            O                                            J-9                                                                               --                                                                               O H  -- H  6-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCH.sub.3                                                                            O                                            J-11                                                                              0 O H  -- -- 2-CN     A-2                                                                               CH.sub.3                                                                             O                                            J-11                                                                              0 O H  -- -- 2-CH.sub. 2 OCH.sub.3                                                                   A-2                                                                               CH.sub.3                                                                             CH.sub.2                                     J-11                                                                              0 O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               OCF.sub.2 H                                                                          CH.sub.2                                     J-11                                                                              0 O H  -- -- 3-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               OCF.sub.2 H                                                                          CH.sub.2                                     J-11                                                                              1 O H  -- -- 3-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               OCH.sub.3                                                                            O                                            J-11                                                                              1 O H  -- -- 3-N(CH.sub.3).sub.2                                                                     A-2                                                                               CH.sub.3                                                                             O                                            J-11                                                                              1 O H  -- -- 3-N(CH.sub.3).sub.2                                                                     A-2                                                                               CH.sub.3                                                                             CH.sub.2                                     J-11                                                                              1 S H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               CH.sub.3                                                                             CH.sub.2                                     J-12                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               OCF.sub.2 H                                                                          CH.sub.2                                     J-12                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               OCF.sub.2 H                                                                          O                                            J-12                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCH.sub.3                                                                            O                                            J-12                                                                              --                                                                               O CH.sub.3                                                                          -- -- 3-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCH.sub.3                                                                            O                                            J-13                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               OCH.sub.3                                                                            O                                            J-13                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                     J-13                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                     J-13                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-2                                                                               CH.sub.3                                                                             CH.sub.2                                     __________________________________________________________________________     J  n W R  R.sub.13                                                                          R.sub.14                                                                          R.sub.4  A  X.sub.1                                                                              Y.sub.1  m.p. (°C.)                   __________________________________________________________________________     J-10                                                                              0 O H  H  H  5-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCH.sub.3                                                                            O                                            J-10                                                                              0 O H  H  Br 5-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                     J-10                                                                              0 O H  H  CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                    A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                     J-10                                                                              0 O H  H  H  6-Si(CH.sub.3).sub.3                                                                    A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                     J-10                                                                              1 O H  H  H  6-NH.sub.2                                                                              A-2                                                                               OCH.sub.3                                                                            CH.sub.2                                     J-10                                                                              1 O H  CH.sub.3                                                                          H  6-NH.sub.2                                                                              A-2                                                                               CH.sub.3                                                                             O                                            J-10                                                                              1 O H  CH.sub.3                                                                          H  7-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCH.sub.3                                                                            O                                            J-10                                                                              1 O H  CH.sub.3                                                                          CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-2                                                                               OCF.sub.2 H                                                                          O                                            __________________________________________________________________________     J  n W R  R.sub.1                                                                           R.sub. 2                                                                          R.sub.4  A  X.sub.1        m.p. (°C.)                   __________________________________________________________________________     J-4                                                                               0 O H  H  CH.sub.3                                                                          6-Si(CH.sub.3).sub.2                                                                    A-3                                                                               OCH.sub.3                                          J-4                                                                               0 O H  H  CH.sub.3                                                                          6-CH.sub.2 CH.sub.2 OCH.sub.3                                                           A-3                                                                               OCH.sub.3                                          J-4                                                                               1 O H  H  CH.sub.3                                                                          7-CH.sub.2 SCH.sub.3                                                                    A-3                                                                               CH.sub.3                                           J-4                                                                               1 O H  CH.sub.3                                                                          CH.sub.3                                                                          7-CH.sub.2 SCH.sub.3                                                                    A-3                                                                               OCF.sub.2 H                                        J-5                                                                               0 O H  CH.sub.3                                                                          -- 6-CH.sub.2 SCH.sub.3                                                                    A-3                                                                               OCF.sub.2 H                                        J-5                                                                               0 O H  CH.sub.3                                                                          -- 6-CH.sub.2 SCH.sub.3                                                                    A-3                                                                               CH.sub.3                                           J-5                                                                               1 O H  CH.sub.3                                                                          -- 7-N(CH.sub.3).sub.2                                                                     A-3                                                                               CH.sub.3                                           J-5                                                                               1 S H  H  -- 7-Si(CH.sub.3).sub.3                                                                    A-3                                                                               CH.sub.3                                           J-6                                                                               --                                                                               O H  H  CH.sub.3                                                                          7-Si(CH.sub.3).sub.3                                                                    A-3                                                                               CH.sub.3                                           J-6                                                                               --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                          7-Si(CH.sub.3).sub.3                                                                    A-3                                                                               CH.sub.3                                           J-6                                                                               --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-3                                                                               CH.sub.3                                           J-6                                                                               --                                                                               O H  H  CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-3                                                                               OCH.sub.3                                          J-7                                                                               --                                                                               O H  -- H  6-CH.sub.2 OCH.sub.3                                                                    A-3                                                                               CH.sub.3                                           J-7                                                                               --                                                                               O H  -- H  6-CH.sub.2 OCH.sub.3                                                                    A-3                                                                               OCH.sub.3                                          J-7                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-3                                                                               OCH.sub.3                                          J-7                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-3                                                                               CH.sub.3                                           J-8                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-3                                                                               OCF.sub.2 H                                        J-8                                                                               --                                                                               O CH.sub.3                                                                          -- CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-3                                                                               OCF.sub.2 H                                        J-8                                                                               --                                                                               O H  -- CH.sub.3                                                                          6-NH.sub.2                                                                              A-3                                                                               OCF.sub.2 H                                        J-8                                                                               --                                                                               O H  -- CH.sub.3                                                                          6-N(CH.sub.3).sub.2                                                                     A-3                                                                               OCF.sub.2 H                                        J-9                                                                               --                                                                               O H  -- H  7-Si(CH.sub.3).sub.3                                                                    A-3                                                                               OCF.sub.2 H                                        J-9                                                                               --                                                                               O H  -- H  7-Si(CH.sub.3).sub.3                                                                    A-3                                                                               OCH.sub.3                                          J-9                                                                               --                                                                               O H  -- H  6-NH.sub.2                                                                              A-3                                                                               OCH.sub.3                                          J-9                                                                               --                                                                               O H  -- H  6-N(CH.sub.3).sub.2                                                                     A-3                                                                               OCH.sub.3                                          J-11                                                                              0 O H  -- -- 2-CN     A-3                                                                               OCH.sub.3                                          J-11                                                                              0 O H  -- -- 2-CH.sub. 2 OCH.sub.3                                                                   A-3                                                                               OCH.sub.3                                          J-11                                                                              0 O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-3                                                                               CH.sub.3                                           J-11                                                                              0 O H  -- -- 3-CH.sub.2 OCH.sub.3                                                                    A-3                                                                               CH.sub.3                                           J-11                                                                              1 O H  -- -- 3-CH.sub.2 OCH.sub.3                                                                    A-3                                                                               OCH.sub.3                                          J-11                                                                              1 O H  -- -- 3-N(CH.sub.3).sub.2                                                                     A-3                                                                               OCH.sub.3                                          J-11                                                                              1 O H  -- -- 3-N(CH.sub.3).sub.2                                                                     A-3                                                                               OCF.sub.2 H                                        J-11                                                                              1 S H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-3                                                                               CH.sub.3                                           J-12                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-3                                                                               CH.sub.3                                           J-12                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-3                                                                               OCH.sub.3                                          J-12                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-3                                                                               OCH.sub.3                                          J-12                                                                              --                                                                               O CH.sub.3                                                                          -- -- 3-N(CH.sub.3).sub.2                                                                     A-3                                                                               OCH.sub.3                                          J-13                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-3                                                                               OCH.sub.3                                          J-13                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-3                                                                               CH.sub.3                                           J-13                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-3                                                                               CH.sub.3                                           J-13                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-3                                                                               OCH.sub.3                                          __________________________________________________________________________     J  n W R  R.sub.13                                                                          R.sub.14                                                                          R.sub.4  A  X.sub.1        m.p. (°C.)                   __________________________________________________________________________     J-10                                                                              0 O H  H  H  5-N(CH.sub.3).sub.2                                                                     A-3                                                                               OCH.sub.3                                          J-10                                                                              0 O H  H  Br 5-N(CH.sub.3).sub.2                                                                     A-3                                                                               OCH.sub.3                                          J-10                                                                              0 O H  H  CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                    A-3                                                                               OCH.sub.3                                          J-10                                                                              0 O H  H  H  6-Si(CH.sub.3).sub.3                                                                    A-3                                                                               OCH.sub.3                                          J-10                                                                              1 O H  H  H  6-NH.sub.2                                                                              A-3                                                                               OCH.sub.3                                          J-10                                                                              1 O H  CH.sub.3                                                                          H  6-NH.sub.2                                                                              A-3                                                                               CH.sub.3                                           J-10                                                                              1 O H  CH.sub.3                                                                          H  7-N(CH.sub.3).sub.2                                                                     A-3                                                                               OCF.sub.2 H                                        J-10                                                                              1 O H  CH.sub.3                                                                          CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-3                                                                               CH.sub.3                                           __________________________________________________________________________     J  n W R  R.sub.1                                                                           R.sub.2                                                                           R.sub.4  A  X.sub.1                                                                              Y.sub.3  m.p. (°C.)                   __________________________________________________________________________     J-4                                                                               0 O H  H  CH.sub.3                                                                          6-CH.sub.2 SO.sub.2 CH.sub.3                                                            A-4                                                                               OCH.sub.3                                                                            H                                            J-4                                                                               0 O H  H  CH.sub.3                                                                          6-CH.sub.2 OCH.sub. 2 CH.sub.3                                                          A-4                                                                               OCH.sub.3                                                                            H                                            J-4                                                                               0 O H  H  CH.sub.3                                                                          6-CH.sub.2 OCH.sub.2 CH.sub.3                                                           A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-4                                                                               0 O H  CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 OCH.sub.2 CH.sub.3                                                           A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-4                                                                               1 O H  CH.sub.3                                                                          CH.sub.3                                                                          6-CH.sub.2 OCH.sub.2 CH.sub.3                                                           A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-4                                                                               1 O H  H  CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               CH.sub.3                                                                             H                                            J-4                                                                               1 O H  H  CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               OCH.sub.3                                                                            H                                            J-4                                                                               1 O CH.sub.3                                                                          H  CH.sub.3                                                                          7-CH.sub.2 CH.sub.2 SCH.sub.3                                                           A-4                                                                               OCF.sub.2 H                                                                          H                                            J-5                                                                               0 O H  H  -- 6-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               CH.sub.3                                                                             CH.sub.3                                     J-5                                                                               0 O H  CH.sub.3                                                                          -- 5-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               CH.sub.3                                                                             H                                            J-5                                                                               1 O H  H  -- 6-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               CH.sub.3                                                                             H                                            J-5                                                                               1 S H  H  -- 7-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               CH.sub.3                                                                             CH.sub.3                                     J-6                                                                               --                                                                               O CH.sub.3                                                                          H  CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               CH.sub.3                                                                             CH.sub.3                                     J-6                                                                               --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               OCH.sub.3                                                                            H                                            J-6                                                                               --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-6                                                                               --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               CH.sub.3                                                                             H                                            J-7                                                                               --                                                                               O H  -- H  6-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               OCH.sub.3                                                                            H                                            J-7                                                                               --                                                                               O H  -- H  6-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               CH.sub.3                                                                             H                                            J-7                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-4                                                                               CH.sub.3                                                                             H                                            J-7                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-4                                                                               OCH.sub.3                                                                            H                                            J-8                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-8                                                                               --                                                                               O CH.sub.3                                                                          -- CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-8                                                                               --                                                                               O H  -- CH.sub.3                                                                          6-NH.sub.2                                                                              A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-8                                                                               --                                                                               O H  -- CH.sub.3                                                                          6-N(CH.sub.3).sub.2                                                                     A-4                                                                               OCH.sub.3                                                                            H                                            J-9                                                                               --                                                                               O H  -- H  7-Si(CH.sub.3).sub.3                                                                    A-4                                                                               OCH.sub.3                                                                            H                                            J-9                                                                               --                                                                               O H  -- H  7-Si(CH.sub.3).sub.3                                                                    A-4                                                                               OCF.sub.2 H                                                                          H                                            J-9                                                                               --                                                                               O H  -- H  6-NH.sub.2                                                                              A-4                                                                               OCF.sub.2 H                                                                          H                                            J-9                                                                               --                                                                               O H  -- H  6-N(CH.sub.3).sub.2                                                                     A-4                                                                               OCF.sub.2 H                                                                          CH.sub.3                                     J-11                                                                              0 O H  -- -- 2-CN     A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-11                                                                              0 O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-11                                                                              0 O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               CH.sub.3                                                                             CH.sub.3                                     J-11                                                                              0 O H  -- -- 3-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               CH.sub.3                                                                             CH.sub.3                                     J-11                                                                              1 O H  -- -- 3-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-11                                                                              1 O H  -- -- 3-N(CH.sub.3).sub.2                                                                     A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-11                                                                              1 O H  -- -- 3-N(CH.sub.3).sub.2                                                                     A-4                                                                               OCH.sub.3                                                                            H                                            J-11                                                                              1 S H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               OCH.sub.3                                                                            H                                            J-12                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               CH.sub.3                                                                             H                                            J-12                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               OCHF.sub.2                                                                           H                                            J-12                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-4                                                                               OCH.sub.3                                                                            H                                            J-12                                                                              --                                                                               O CH.sub.3                                                                          -- -- 3-N(CH.sub.3).sub.2                                                                     A-4                                                                               OCH.sub.3                                                                            H                                            J-13                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               OCH.sub.3                                                                            H                                            J-13                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-13                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-4                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-13                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-4                                                                               CH.sub.3                                                                             CH.sub.3                                     __________________________________________________________________________     J  n W R  R.sub.13                                                                          R.sub.14                                                                          R.sub.4  A  X.sub.1                                                                              Y.sub.1  m.p. (°C.)                   __________________________________________________________________________     J-10                                                                              0 O H  H  H  5-N(CH.sub.3).sub.2                                                                     A-4                                                                               CH.sub.3                                                                             CH.sub.3                                     J-10                                                                              0 O H  H  Br 5-N(CH.sub.3).sub.2                                                                     A-4                                                                               CH.sub.3                                                                             H                                            J-10                                                                              0 O H  H  CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                    A-4                                                                               CH.sub.3                                                                             H                                            J-10                                                                              0 O H  H  H  6-Si(CH.sub.3).sub.3                                                                    A-4                                                                               OCF.sub.2 H                                                                          H                                            J-10                                                                              1 O H  H  H  6-NH.sub.2                                                                              A-4                                                                               OCH.sub.3                                                                            H                                            J-10                                                                              1 O H  CH.sub.3                                                                          H  6-NH.sub.2                                                                              A-4                                                                               OCH.sub.3                                                                            H                                            J-10                                                                              1 O H  CH.sub.3                                                                          H  7-N(CH.sub.3).sub.2                                                                     A-4                                                                               OCH.sub.3                                                                            H                                            J-10                                                                              1 O H  CH.sub.3                                                                          CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-4                                                                               OCH.sub.3                                                                            H                                            __________________________________________________________________________     J  n W R  R.sub.1                                                                           R.sub.2                                                                           R.sub.4  A  X.sub.2                                                                              Y.sub.2  m.p. (°C.)                   __________________________________________________________________________     J-4                                                                               0 O H  H  H  6-CH.sub.2 CH.sub.2 OCH.sub.3                                                           A-5                                                                               CH.sub.3                                                                             OCH.sub.3                                    J-4                                                                               0 O H  CH.sub.3                                                                          H  6-CH.sub.2 CH.sub.2 OCH.sub.3                                                           A-5                                                                               CH.sub.3                                                                             OCH.sub.3                                    J-4                                                                               1 O H  H  CH.sub.3                                                                          7-Si(CH.sub.3).sub.3                                                                    A-5                                                                               CH.sub.3                                                                             CH.sub.3                                     J-4                                                                               1 O H  H  CH.sub.3                                                                          7-Si(CH.sub.3).sub.3                                                                    A-5                                                                               CH.sub.2 CF.sub.3                                                                    SCH.sub.3                                    J-5                                                                               0 O H  CH.sub.3                                                                          -- 6-Si(CH.sub.3).sub.3                                                                    A-5                                                                               CH.sub.2 CH.sub.3                                                                    OC.sub.2 H.sub.5                             J-5                                                                               0 O H  H  -- 6-Si(CH.sub.3).sub.3                                                                    A-5                                                                               CH.sub.2 CH.sub.3                                                                    SCH.sub.3                                    J-5                                                                               1 O H  CH.sub.3                                                                          -- 7-CH.sub.2 OCH.sub.3                                                                    A-5                                                                               CH.sub.2 CH.sub.3                                                                    OCH.sub.3                                    J-5                                                                               1 O H  H  -- 7-Si(CH.sub.3).sub.3                                                                    A-5                                                                               CH.sub.3                                                                             OCH.sub.3                                    J-6                                                                               --                                                                               O H  H  CH.sub.3                                                                          7-Si(CH.sub.3).sub.3                                                                    A-5                                                                               CH.sub.3                                                                             OCH.sub.3                                    J-6                                                                               --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                          7-Si(CH.sub.3).sub.3                                                                    A-5                                                                               CH.sub.3                                                                             CH.sub.3                                     J-6                                                                               --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                          7-Si(CH.sub.3).sub.3                                                                    A-5                                                                               CH.sub.3                                                                             SC.sub.2 H.sub.5                             J-6                                                                               --                                                                               O H  CH.sub.3                                                                          H  6-CH.sub.2 SCH.sub.3                                                                    A-5                                                                               CH.sub.3                                                                             C.sub.2 H.sub.5                              J-7                                                                               --                                                                               O H  -- H  6-CH.sub.2 OCH.sub.3                                                                    A-5                                                                               CH.sub.3                                                                             OCH.sub.3                                    J-7                                                                               --                                                                               O H  -- H  6-CH.sub.2 OCH.sub.3                                                                    A-5                                                                               CH.sub.3                                                                             CH.sub.3                                     J-7                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-5                                                                               CH.sub.3                                                                             CH.sub.3                                     J-7                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-5                                                                               CH.sub.3                                                                             OCH.sub.3                                    J-8                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-5                                                                               CH.sub.3                                                                             SCH.sub.3                                    J-8                                                                               --                                                                               O CH.sub.3                                                                          -- CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-5                                                                               C.sub.2 H.sub.5                                                                      SCH.sub.3                                    J-8                                                                               --                                                                               O H  -- CH.sub.3                                                                          6-NH.sub.2                                                                              A-5                                                                               C.sub.2 H.sub.5                                                                      CH.sub.3                                     J-8                                                                               --                                                                               O H  -- CH.sub.3                                                                          6-N(CH.sub.3).sub.2                                                                     A-5                                                                               CH.sub.3                                                                             CH.sub.3                                     J-9                                                                               --                                                                               O H  -- H  7-Si(CH.sub.3).sub.3                                                                    A-5                                                                               CH.sub.3                                                                             CH.sub.3                                     J-9                                                                               --                                                                               O H  -- H  7-Si(CH.sub.3).sub.3                                                                    A-5                                                                               CH.sub.2 CF.sub.3                                                                    CH.sub.3                                     J-9                                                                               --                                                                               O H  -- H  6-NH.sub.2                                                                              A-5                                                                               CH.sub.2 CF.sub.3                                                                    CH.sub.3                                     J-9                                                                               --                                                                               O H  -- H  6-N(CH.sub.3).sub.2                                                                     A-5                                                                               CH.sub.3                                                                             CH.sub.3                                     J-11                                                                              0 O H  -- -- 2-CN     A-5                                                                               CH.sub.3                                                                             OCH.sub.3                                    J-11                                                                              0 O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-5                                                                               CH.sub.3                                                                             OCH.sub.3                                    J-11                                                                              0 O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-5                                                                               CH.sub.3                                                                             OC.sub.2 H.sub.5                             J-11                                                                              0 O H  -- -- 3-CH.sub.2 OCH.sub.3                                                                    A-5                                                                               CH.sub.3                                                                             OC.sub.2 H.sub.5                             J-11                                                                              1 O H  -- -- 3-CH.sub.2 OCH.sub.3                                                                    A-5                                                                               CH.sub.3                                                                             C.sub.2 H.sub.5                              J-11                                                                              1 O H  -- -- 3-N(CH.sub.3).sub. 2                                                                    A-5                                                                               CH.sub.2 F                                                                           CH.sub.3                                     J-11                                                                              1 O H  -- -- 3-N(CH.sub.3).sub.2                                                                     A-5                                                                               CH.sub.3                                                                             CH.sub.3                                     J-11                                                                              1 S H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-5                                                                               CH.sub.3                                                                             CH.sub.3                                     J-12                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-5                                                                               OCH.sub.3                                                                            OCH.sub.3                                    J-12                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-5                                                                               OCH.sub.3                                                                            SCH.sub.3                                    J-12                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-5                                                                               CH.sub.3                                                                             OCH.sub.3                                    J-12                                                                              --                                                                               O CH.sub.3                                                                          -- -- 3-N(CH.sub.3).sub.2                                                                     A-5                                                                               CH.sub.3                                                                             OCH.sub.3                                    J-13                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-5                                                                               CH.sub.3                                                                             CH.sub.3                                     J-13                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-5                                                                               CH.sub.2 CF.sub.3                                                                    CH.sub.3                                     J-13                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-5                                                                               CH.sub.3                                                                             CH.sub.3                                     J-13                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-5                                                                               CH.sub.3                                                                             CH.sub.3                                     __________________________________________________________________________     J  n W R  R.sub.13                                                                          R.sub.14                                                                          R.sub.4  A  X.sub.2                                                                              Y.sub.2  m.p. (°C.)                   __________________________________________________________________________     J-10                                                                              0 O H  H  H  5-N(CH.sub.3).sub.2                                                                     A-5                                                                               C.sub.2 H.sub.5                                                                      CH.sub.3                                     J-10                                                                              0 O H  H  Br 5-N(CH.sub.3).sub.2                                                                     A-5                                                                               C.sub.2 H.sub.5                                                                      OCH.sub.3                                    J-10                                                                              0 O H  H  CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                    A-5                                                                               C.sub.2 H.sub.5                                                                      OCH.sub.3                                    J-10                                                                              0 O H  H  H  6-Si(CH.sub.3).sub.3                                                                    A-5                                                                               OCH.sub.3                                                                            SCH.sub.3                                    J-10                                                                              1 O H  H  H  6-NH.sub.2                                                                              A-5                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-10                                                                              1 O H  CH.sub.3                                                                          H  6-NH.sub.2                                                                              A-5                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-10                                                                              1 O H  CH.sub.3                                                                          H  7-N(CH.sub.3).sub.2                                                                     A-5                                                                               OCH.sub.3                                                                            CH.sub.3                                     J-10                                                                              1 O H  CH.sub.3                                                                          CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-5                                                                               OCH.sub.3                                                                            CH.sub.3                                     __________________________________________________________________________     J  n W R  R.sub.1                                                                           R.sub.2                                                                           R.sub.4  A  X.sub.3        m.p. (°C.)                   __________________________________________________________________________     J-4                                                                               0 S H  H  H  6-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               CH.sub.3                                           J-4                                                                               0 O H  H  CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               CH.sub.3                                           J-4                                                                               1 O H  H  CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               OCH.sub.3                                          J-4                                                                               1 O H  CH.sub.3                                                                          CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               OCH.sub.3                                          J-5                                                                               0 O H  CH.sub.3                                                                          -- 6-CH.sub.2 CH.sub.2 OCH.sub.3                                                           A-6                                                                               CH.sub.3                                           J-5                                                                               0 O H  CH.sub.3                                                                          -- 6-Si(CH.sub.3).sub.3                                                                    A-6                                                                               CH.sub.3                                           J-5                                                                               1 O H  CH.sub.3                                                                          -- 7-Si(CH.sub.3).sub.3                                                                    A-6                                                                               CH.sub.3                                           J-5                                                                               1 O H  CH.sub.3                                                                          -- 7-Si(CH.sub.3).sub.3                                                                    A-6                                                                               CH.sub.3                                           J-6                                                                               --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                          7-Si(CH.sub.3).sub.3                                                                    A-6                                                                               CH.sub.3                                           J-6                                                                               --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               CH.sub.3                                           J-6                                                                               --                                                                               O H  H  CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               OCH.sub.3                                          J-6                                                                               --                                                                               O H  H  CH.sub.3                                                                          7-CH.sub.2 SCH.sub.3                                                                    A-6                                                                               OCH.sub.3                                          J-7                                                                               --                                                                               O H  -- H  6-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               CH.sub.3                                           J-7                                                                               --                                                                               O H  -- H  6-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               OCH.sub.3                                          J-7                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-6                                                                               CH.sub.3                                           J-7                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-6                                                                               OCH.sub.3                                          J-8                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-6                                                                               OCH.sub.3                                          J-8                                                                               --                                                                               O CH.sub.3                                                                          -- CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-6                                                                               OCH.sub.3                                          J-8                                                                               --                                                                               O H  -- CH.sub.3                                                                          6-NH.sub.2                                                                              A-6                                                                               OCH.sub.3                                          J-8                                                                               --                                                                               O H  -- CH.sub.3                                                                          6-N(CH.sub.3).sub.2                                                                     A-6                                                                               CH.sub.3                                           J-9                                                                               --                                                                               O H  -- H  7-Si(CH.sub.3).sub.3                                                                    A-6                                                                               CH.sub.3                                           J-9                                                                               --                                                                               O H  -- H  7-Si(CH.sub.3).sub.3                                                                    A-6                                                                               OCH.sub.3                                          J-9                                                                               --                                                                               O H  -- H  6-NH.sub.2                                                                              A-6                                                                               OCH.sub.3                                          J-9                                                                               --                                                                               O H  -- H  6-N(CH.sub.3).sub.2                                                                     A-6                                                                               OCH.sub.3                                          J-11                                                                              0 O H  -- -- 2-CN     A-6                                                                               OCH.sub.3                                          J-11                                                                              0 O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               OCH.sub.3                                          J-11                                                                              0 O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               CH.sub.3                                           J-11                                                                              0 O H  -- -- 3-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               CH.sub.3                                           J-11                                                                              1 O H  -- -- 3-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               CH.sub.3                                           J-11                                                                              1 O H  -- -- 3-N(CH.sub.3).sub. 2                                                                    A-6                                                                               CH.sub.3                                           J-11                                                                              1 O H  -- -- 3-N(CH.sub.3).sub.2                                                                     A-6                                                                               OCH.sub.3                                          J-11                                                                              1 S H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               OCH.sub.3                                          J-12                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               OCH.sub.3                                          J-12                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               CH.sub.3                                           J-12                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-6                                                                               CH.sub.3                                           J-12                                                                              --                                                                               O CH.sub.3                                                                          -- -- 3-N(CH.sub.3).sub.2                                                                     A-6                                                                               CH.sub.3                                           J-13                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               CH.sub.3                                           J-13                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-6                                                                               OCH.sub.3                                          J-13                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-6                                                                               OCH.sub.3                                          J-13                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-6                                                                               CH.sub.3                                           __________________________________________________________________________     J  n W R  R.sub.13                                                                          R.sub.14                                                                          R.sub.4  A  X.sub.3        m.p. (°C.)                   __________________________________________________________________________     J-10                                                                              0 O H  H  H  5-N(CH.sub.3).sub.2                                                                     A-6                                                                               CH.sub.3                                           J-10                                                                              0 O H  H  Br 5-N(CH.sub.3).sub.2                                                                     A-6                                                                               CH.sub.3                                           J-10                                                                              0 O H  H  CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                    A-6                                                                               CH.sub.3                                           J-10                                                                              0 O H  H  H  6-Si(CH.sub.3).sub.3                                                                    A-6                                                                               CH.sub.3                                           J-10                                                                              1 O H  H  H  6-NH.sub.2                                                                              A-6                                                                               CH.sub.3                                           J-10                                                                              1 O H  CH.sub.3                                                                          H  6-NH.sub.2                                                                              A-6                                                                               CH.sub.3                                           J-10                                                                              1 O H  CH.sub.3                                                                          H  7-N(CH.sub.3).sub.2                                                                     A-6                                                                               CH.sub.3                                           J-10                                                                              1 O H  CH.sub.3                                                                          CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-6                                                                               CH.sub.3                                           __________________________________________________________________________     J  n W R  R.sub.1                                                                           R.sub.2                                                                           R.sub.4  A  X.sub.4                                                                              Y.sub.4                                                                              Z.sub.1                                                                           m.p. (°C.)                   __________________________________________________________________________     J-4                                                                               0 O H  H  H  6-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            CH                                     J-4                                                                               0 O H  H  CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            CH                                     J-4                                                                               0 S H  H  CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            CH                                     J-4                                                                               1 O H  H  CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            CH                                     J-4                                                                               1 O H  H  CH.sub.3                                                                          7-CH.sub.2 CH.sub.2 SCH.sub.3                                                           A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            N                                      J-4                                                                               1 O H  CH.sub.3                                                                          CH.sub.3                                                                          7-Si(CH.sub.3).sub.3                                                                    A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            N                                      J-5                                                                               0 O H  H  -- 6-CH.sub.2 SCH.sub.3                                                                    A-7                                                                               Cl    OCH.sub.3                                                                            N                                      J-5                                                                               0 O H  H  -- 6-Si(CH.sub.3).sub.3                                                                    A-7                                                                               CH.sub.2 OCH.sub.3                                                                   OCH.sub.3                                                                            CH                                     J-5                                                                               0 O CH.sub.3                                                                          H  -- 6-Si(CH.sub.3).sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            CH                                     J-5                                                                               1 O H  H  -- 7-Si(CH.sub.3).sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            CH                                     J-5                                                                               1 O H  H  -- 7-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               OC.sub.2 H.sub.5                                                                     OCH.sub.3                                                                            N                                      J-5                                                                               1 O H  CH.sub.3                                                                          -- 7-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            N                                      J-6                                                                               --                                                                               O H  CH.sub.3                                                                          CH.sub.3                                                                          7-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            CH.sub.3                                                                             CH                                     J-6                                                                               --                                                                               O H  H  CH.sub.3                                                                          7-Si(CH.sub.3).sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            OCH.sub.2 CH.sub.3                                                                   CH                                     J-6                                                                               --                                                                               O H  H  CH.sub.3                                                                          7-Si(CH.sub.3).sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            Cl    CH                                     J-6                                                                               --                                                                               O H  H  H  7-Si(CH.sub.3).sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            CH                                     J-7                                                                               --                                                                               O H  -- H  6-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            CH                                     J-7                                                                               --                                                                               O H  -- H  6-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            CH                                     J-7                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            CH                                     J-7                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-7                                                                               OCH.sub.3                                                                            CH.sub.3                                                                             CH                                     J-8                                                                               --                                                                               O H  -- H  7-N(CH.sub.3).sub.2                                                                     A-7                                                                               CH.sub.3                                                                             CH.sub.3                                                                             CH                                     J-8                                                                               --                                                                               O CH.sub.3                                                                          -- CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-7                                                                               CH.sub.3                                                                             CH.sub.3                                                                             N                                      J-8                                                                               --                                                                               O H  -- CH.sub.3                                                                          6-NH.sub.2                                                                              A-7                                                                               CH.sub.3                                                                             CH.sub.3                                                                             N                                      J-8                                                                               --                                                                               O H  -- CH.sub.3                                                                          6-N(CH.sub.3).sub.2                                                                     A-7                                                                               Cl    OCH.sub.3                                                                            CH                                     J-9                                                                               --                                                                               O H  -- H  7-Si(CH.sub.3).sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            N                                      J-9                                                                               --                                                                               O H  -- H  7-Si(CH.sub.3).sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            CH.sub.3                                                                             N                                      J-9                                                                               --                                                                               O H  -- H  6-NH.sub.2                                                                              A-7                                                                               CH.sub.2 OCH.sub.3                                                                   OCH.sub.3                                                                            CH                                     J-9                                                                               --                                                                               O H  -- H  6-N(CH.sub.3).sub.2                                                                     A-7                                                                               CH.sub.2 OCH.sub.3                                                                   OCH.sub.3                                                                            CH                                     J-11                                                                              0 O H  -- -- 2-CN     A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            CH                                     J-11                                                                              0 O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            N                                      J-11                                                                              0 O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            N                                      J-11                                                                              0 O H  -- -- 3-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            CH                                     J-11                                                                              1 O H  -- -- 3-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               OC.sub.2 H.sub.5                                                                     OCH.sub.3                                                                            CH                                     J-11                                                                              1 O H  -- -- 3-N(CH.sub.3).sub.2                                                                     A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            CH                                     J-11                                                                              1 O H  -- -- 3-N(CH.sub.3).sub.2                                                                     A-7                                                                               CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                     CH                                     J-11                                                                              1 S H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            CH.sub.3                                                                             CH                                     J-12                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            CH.sub.3                                                                             N                                      J-12                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            N                                      J-12                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            CH                                     J-12                                                                              --                                                                               O CH.sub.3                                                                          -- -- 3-N(CH.sub.3).sub.2                                                                     A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            N                                      J-13                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            N                                      J-13                                                                              --                                                                               O H  -- -- 2-CH.sub.2 OCH.sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            N                                      J-13                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            CH                                     J-13                                                                              --                                                                               O H  -- -- 2-N(CH.sub.3).sub.2                                                                     A-7                                                                               Cl    OCH.sub.3                                                                            CH                                     __________________________________________________________________________     J  n W R  R.sub.13                                                                          R.sub.14                                                                          R.sub.4  A  X.sub.4                                                                              Y.sub.4                                                                              Z.sub.1                                                                           m.p. (°C.)                   __________________________________________________________________________     J-10                                                                              0 O H  H  H  5-N(CH.sub.3).sub.2                                                                     A-7                                                                               OCH.sub.3                                                                            CH.sub.3                                                                             CH                                     J-10                                                                              0 O H  H  Br 5-N(CH.sub.3).sub.2                                                                     A-7                                                                               OCH.sub.3                                                                            Cl    N                                      J-10                                                                              0 O H  H  CH.sub.3                                                                          6-Si(CH.sub.3).sub.3                                                                    A-7                                                                               OCH.sub.3                                                                            OCH.sub.3                                                                            N                                      J-10                                                                              0 O H  H  H  6-Si(CH.sub.3).sub.3                                                                    A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            CH                                     J-10                                                                              1 O H  H  H  6-NH.sub.2                                                                              A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            CH                                     J-10                                                                              1 O H  CH.sub.3                                                                          H  6-NH.sub.2                                                                              A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            N                                      J-10                                                                              1 O H  CH.sub.3                                                                          H  7-N(CH.sub.3).sub.2                                                                     A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            N                                      J-10                                                                              1 O H  CH.sub.3                                                                          CH.sub.3                                                                          7-N(CH.sub.3).sub.2                                                                     A-7                                                                               CH.sub.3                                                                             OCH.sub.3                                                                            N                                      __________________________________________________________________________

Formulations

Useful formulations of the compounds of Formula I can be prepared in conventional ways. They include dusts, granules, pellets, solutions, suspensions, emulsions, wettable powders, emulsifiable concentrates and the like. Many of these may be applied directly. Sprayable formulations can be extended in suitable media and used at spray volumes of from a few liters to several hundred liters per hectare. High strength compositions are primarily used as intermediates for further formulation. The formulations, broadly, contain about 0.1% to 99% by weight of active ingredient(s) and at least one of (a) about 0.1% to 20% surfactant(s) and (b) about 1% to 99.9% solid or liquid diluent(s). More specifically, they will contain these ingredients in the following approximate proportions:

                  TABLE IX                                                         ______________________________________                                                     Active  Weight Percent*                                                        Ingredient                                                                             Diluent(s)                                                                               Surfactant(s)                                    ______________________________________                                         Wettable Powders                                                                             20-90      0-74     1-10                                         Oil Suspensions,                                                                              3-50     40-95     0-15                                         Emulsions, Solutions,                                                          (including Emulsifiable                                                        Concentrates)                                                                  Aqueous Suspension                                                                           10-50     40-84     1-20                                         Dusts          1-25     70-99     0-5                                          Granules and Pellets                                                                         0.1-95      5-99.9  0-15                                         High Strength 90-99      0-10     0-2                                          Compositions                                                                   ______________________________________                                          *Active ingredient plus at least one of a Surfactant or a Diluent equals       100 weight percent.                                                      

Lower or higher levels of active ingredient can, of course, be present depending on the intended use and the physical properties of the compound. Higher ratios of surfactant to active ingredient are sometimes desirable, and are achieved by incorporation into the formulation or by tank mixing.

Typical solid diluents are described in Watkins, et al., "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Dorland Books, Caldwell, N.J., but other solids, either mined or manufactured, may be used. The more absorptive diluents are preferred for wettable powders and the denser ones for dusts. Typical liquid diluents and solvents are described in Marsden, "Solvents Guide," 2nd Ed., Interscience, New York, 1950. Solubility under 0.1% is preferred for suspension concentrates; solution concentrates are preferably stable against phase separation at 0° C. "McCutcheon's Detergents and Emulsifiers Annual", MC Publishing Corp., Ridgewood, N.J., as well as Sisely and Wood, "Encyclopedia of Surface Active Agents", Chemical Publishing Co., Inc., New York, 1964, list surfactants and recommended uses. All formulations can contain minor amounts of additives to reduce foaming, caking, corrosion, microbiological growth, etc.

The methods of making such compositions are well known. Solutions are prepared by simply mixing the ingredients. Fine solid compositions are made by blending and, usually, grinding as in a hammer or fluid energy mill. Suspensions are prepared by wet milling (see, for example, Littler, U.S. Pat. No. 3,060,084). Granules and pellets may be made by spraying the active material upon preformed granular carriers or by agglomeration techniques. See J. E. Browning, "Agglomeration", Chemical Engineering, Dec. 4, 1967, pp. 147ff. and "Perry's Chemical Engineer's Handbook", 5th Ed., McGraw-Hill, New York, 1973, pp. 8-57ff.

For further information regarding the art of formulation, see for example:

H. M. Loux, U.S. Pat. No. 3,235,361, Feb. 15, 1966, Col. 6, line 16 through Col. 7, line 19 and Examples 10 through 41;

R. W. Luckenbaugh, U.S. Pat. No. 3,309,192, Mar. 14, 1967, Col. 5, line 43 through Col. 7, line 62 and Examples 8, 12, 15, 39, 41, 52, 53, 58, 132, 138-140, 162-164, 166, 167 and 169-182;

H. Gysin and E. Knusli, U.S. Pat. No. 2,891,855, June 23, 1959, Col. 3, line 66 through Col. 5, line 17 and Examples 1-4;

G. C. Klingman, "Weed Control as a Science", John Wiley and Sons, Inc., New York, 1961, pp. 81-96; and

J. D. Fryer and S. A. Evans, "Weed Control Handbook", 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pp. 101-103.

In the following examples, all parts are by weight unless otherwise indicated.

EXAMPLE 10 Wettable Powder

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                         80%                                                  2,3-dihydro-6-(methoxymethyl)-2-methylbenzo[b]-                                thiophene-7-sulfonamide, 1,1-dioxide                                           sodium alkylnaphthalenesulfonate                                                                         2%                                                   sodium ligninsulfonate    2%                                                   synthetic amorphous silica                                                                               3%                                                   kaolinite                 13%                                                  ______________________________________                                    

The ingredients are blended, hammer-milled until all the solids are essentially under 50 microns, reblended, and packaged.

EXAMPLE 11 Wettable Powder

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                           50%                                                2,3-dihydro-2-methyl-6-(trimethylsilyl)benzo[b]-                               thiophene-7-sulfonamide, 1,1-dioxide                                           sodium alkylnaphthalenesulfonate                                                                            2%                                                low viscosity methyl cellulose                                                                              2%                                                diatomaceous earth          46%                                                ______________________________________                                    

The ingredients are blended, coarsely hammer-milled and then air-milled to produce particles essentially all below 10 microns in diameter. The product is reblended before packaging.

EXAMPLE 12 Granule

    ______________________________________                                         Wettable Powder of Example 11                                                                          5%                                                     attapulgite granules   95%                                                     (U.S.S. 20-40 mesh; 0.84-0.42 mm)                                              ______________________________________                                    

A slurry of wettable powder containing 25% solids is sprayed on the surface of attapulgite granules in a double-cone blender. The granules are dried and packaged.

EXAMPLE 13 Extruded Pellet

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                           25%                                                2,3-dihydro-6-(methoxymethyl)-2-methylbenzo[b]-                                thiophene-7-sulfonamide, 1,1-dioxide                                           anhydrous sodium sulfate    10%                                                crude calcium ligninsulfonate                                                                               5%                                                sodium alkylnaphthalenesulfonate                                                                            1%                                                calcium/magnesium bentonite 59%                                                ______________________________________                                    

The ingredients are blended, hammer-milled and then moistened with about 12% water. The mixture is extruded as cylinders about 3 mm diameter which are cut to produce pellets about 3 mm long. These may be used directly after drying, or the dried pellets may be crushed to pass a U.S.S. No. 20 sieve (0.84 mm openings). The granules held on a U.S.S. No. 40 sieve (0.42 mm openings) may be packaged for use and the fines recycled.

EXAMPLE 14 Oil Suspension

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                         25%                                                  2,3-dihydro-2-methyl-6-(trimethylsilyl)benzo[b]-                               thiophene-7-sulfonamide, 1,1-dioxide                                           polyoxyethylene sorbitol hexaoleate                                                                       5%                                                  highly aliphatic hydrocarbon oil                                                                         70%                                                  ______________________________________                                    

The ingredients are ground together in a sand mill until the solid particles have been reduced to under about 5 microns. The resulting thick suspension may be applied directly, but preferably after being extended with oils or emulsified in water.

EXAMPLE 15 Wettable Powder

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                         20%                                                  2,3-dihydro-6-(methoxymethyl)-2-methylbenzo[b]-                                thiophene-7-sulfonamide, 1,1-dioxide                                           sodium alkylnaphthalenesulfonate                                                                         4%                                                   sodium ligninsulfonate    4%                                                   low viscosity methyl cellulose                                                                           3%                                                   attapulgite               69%                                                  ______________________________________                                    

The ingredients are thoroughly blended. After grinding in a hammer-mill to produce particles essentially all below 100 microns, the material is reblended and sifted through a U.S.S. No. 50 sieve (0.3 mm opening) and packaged.

EXAMPLE 16 Low Strength Granule

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                         1%                                                   2,3-dihydro-2-methyl-6-(trimethylsilyl)benzo[b]-                               thiophene-7-sulfonamide, 1,1-dioxide                                           N,N--dimethylformamide    9%                                                   attapulgite granules      90%                                                  (U.S.S. 20-40 sieve)                                                           ______________________________________                                    

The active ingredient is dissolved in the solvent and the solution is sprayed upon dedusted granules in a double cone blender. After spraying of the solution has been completed, the blender is allowed to run for a short period and then the granules are packaged.

EXAMPLE 17 Aqueous Suspension

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                          40%                                                 2,3-dihydro-2-methyl-6-(trimethylsilyl)benzo[b]-                               thiophene-7-sulfonamide, 1,1-dioxide                                           polyacrylic acid thickener                                                                               0.3%                                                 dodecylphenol polyethylene glycol ether                                                                  0.5%                                                 disodium phosphate          1%                                                 monosodium phosphate      0.5%                                                 polyvinyl alcohol         1.0%                                                 water                     56.7%                                                ______________________________________                                    

The ingredients are blended and ground together in a sand mill to produce particles essentially all under 5 microns in size.

EXAMPLE 18 Solution

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-                                                         5%                                               dihydro-6-(methoxymethyl)-2-methylbenzo[b]thiophene-                           7-sulfonamide, 1,1-dioxide, ammonium salt                                      water                        95%                                               ______________________________________                                    

The salt is added directly to the water with stirring to produce the solution, which may then be packaged for use.

EXAMPLE 19 Low Strength Granule

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                          0.1%                                                2,3-dihydro-2-methyl-6-(trimethylsilyl)benzo[b]-                               thiophene-7-sulfonamide, 1,1-dioxide                                           attapulgite granules      99.9%                                                (U.S.S. 20-40 mesh)                                                            ______________________________________                                    

The active ingredient is dissolved in a solvent and the solution is sprayed upon dedusted granules in a double-cone blender. After spraying of the solution has been completed, the material is warmed to evaporate the solvent. The material is allowed to cool and then packaged.

EXAMPLE 20 Granule

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                           80%                                                2,3-dihydro-6-(methoxymethyl)-2-methylbenzo[b]-                                thiopene-7-sulfonamide, 1,1-dioxide                                            wetting agent                1%                                                crude ligninsulfonate salt (containing                                                                     10%                                                5-20% of the natural sugars)                                                   attapulgite clay             9%                                                ______________________________________                                    

The ingredients are blended and milled to pass through a 100 mesh screen. This material is then added to a fluid bed granulator, the air flow is adjusted to gently fluidize the material, and a fine spray of water is sprayed onto the fluidized material. The fluidization and spraying are continued until granules of the desired size range are made. The spraying is stopped, but fluidization is continued, optionally with heat, until the water content is reduced to the desired level, generally less than 1%. The material is then discharged, screened to the desired size range, generally 14-100 mesh (1410-149 microns), and packaged for use.

EXAMPLE 21 High Strength Concentrate

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                            99%                                               2,3-dihydro-6-(methoxymethyl)-2-methylbenzo[b]-                                thiophene-7-sulfonamide, 1,1-dioxide                                           silica aerogel              0.5%                                               synthetic amorphous silica  0.5%                                               ______________________________________                                    

The ingredients are blended and ground in a hammer-mill to produce a material essentially all passing a U.S.S. No. 50 screen (0.3 mm opening). The concentrate may be formulated further if necessary.

EXAMPLE 22 Wettable Powder

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                            90%                                               2,3-dihydro-2-methyl-6-(trimethylsilyl)benzo[b]-                               thiophene-7-sulfonamide, 1,1-dioxide                                           dioctyl sodium sulfosuccinate                                                                              0.1%                                               synthetic fine silica       9.9%                                               ______________________________________                                    

The ingredients are blended and ground in a hammer-mill to produce particles essentially all below 100 microns. The material is sifted through a U.S.S. No. 50 screen and then packaged.

EXAMPLE 23 Wettable Powder

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                           40%                                                2,3-dihydro-2-methyl-6-(trimethylsilyl)benzo[b]-                               thiophene-7-sulfonamide, 1,1-dioxide                                           sodium ligninsulfonate      20%                                                montmorillonite clay        40%                                                ______________________________________                                    

The ingredients are thoroughly blended, coarsely hammer-milled and then air-milled to produce particles essentially all below 10 microns in size. The material is reblended and then packaged.

EXAMPLE 24 Oil Suspension

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                           35%                                                2,3-dihydro-6-(methoxymethyl)-2-methylbenzo[b]-                                thiophene-7-sulfonamide, 1,1-dioxide                                           blend of polyalcohol carboxylic                                                                             6%                                                esters and oil soluble petroleum                                               sulfonates                                                                     xylene                      59%                                                ______________________________________                                    

The ingredients are combined and ground together in a sand mill to produce particles essentially all below 5 microns. The product can be used directly, extended with oils, or emulsified in water.

EXAMPLE 25 Dust

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                           10%                                                2,3-dihydro-2-methyl-6-(trimethylsilyl)benzo[b]-                               thiophene-7-sulfonamide, 1,1-dioxide                                           attapulgite                 10%                                                Pyrophyllite                80%                                                ______________________________________                                    

The active ingredient is blended with attapulgite and then passed through a hammer-mill to produce particles substantially all below 200 microns. The ground concentrate is then blended with powdered pyrophyllite until homogeneous.

EXAMPLE 26 Emulsifiable Concentrate

    ______________________________________                                         N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-                                                           10%                                                2,3-dihydro-6-(methoxymethyl)-2-methylbenzo[b]-                                thiophene-7-sulfonamide, 1,1-dioxide                                           chlorobenzene               84%                                                sorbitan monostearate and polyoxyethylene                                                                   6%                                                condensates thereof                                                            ______________________________________                                    

The ingredients are combined and stirred to produce a solution which can be emulsified in water for application.

Utility

Test results indicate that the compounds of the present invention are highly active preemergent or postemergent herbicides or plant growth regulants. Many of them have utility for broad-spectrum pre- and/or post-emergence weed control in areas where complete control of all vegetation is desired, such as around fuel storage tanks, ammunition depots, industrial storage areas, parking lots, drive-in theaters, around billboards, highway and railroad structures. Some of the compounds have utility for selective weed control in crops such as wheat, barley and soybeans. Alternatively, the subject compounds are useful to modify plant growth.

The rates of application for the compounds of the invention are determined by a number of factors, including their use as plant growth modifiers or as herbicides, the crop species involved, the types of weeds to be controlled, weather and climate, formulations selected, mode of application, amount of foliage present, etc. In general terms, the subject compounds should be applied at levels of around 0.05 to 10 kg/ha, the lower rates being suggested for use on lighter soils and/or those having a low organic matter content, for plant growth modification or for situations where only short-term persistence is required.

The compounds of the invention may be used in combination with any other commercial herbicide; examples of which are those of the triazine, triazole, uracil, urea, amide, diphenylether, carbamate and bipyridylium types.

The herbicidal properties of the subject compounds were discovered in a number of greenhouse tests. The test procedures and results follow.

    ______________________________________                                         Compounds                                                                      Compound  R.sub.4   X          Y      Z                                        ______________________________________                                          ##STR67##                                                                      1        CH.sub.2 OCH.sub.3                                                                       OCH.sub.3  CH.sub.3                                                                              CH                                        2        CH.sub.2 OCH.sub.3                                                                       OCH.sub.3  OCH.sub.3                                                                             CH                                        3        CH.sub.2 OCH.sub.3                                                                       Cl         OCH.sub.3                                                                             CH                                        4        CH.sub.2 OCH.sub.3                                                                       OCH.sub.3  CH.sub.3                                                                              N                                         5        Si(CH.sub.3).sub.3                                                                       OCH.sub.3  OCH.sub.3                                                                             CH                                        6        Si(CH.sub.3).sub.3                                                                       Cl         OCH.sub.3                                                                             CH                                        7        N(CH.sub.3).sub.2                                                                        CH.sub.3   CH.sub.3                                                                              CH                                        8        N(CH.sub.3).sub.2                                                                        CH.sub.3   OCH.sub.3                                                                             CH                                        9        N(CH.sub.3).sub.2                                                                        OCH.sub.3  OCH.sub.3                                                                             CH                                       10        N(CH.sub.3).sub.2                                                                        Cl         OCH.sub.3                                                                             CH                                       11        N(CH.sub.3).sub.2                                                                        CH.sub.3   OCH.sub.3                                                                             N                                        12        CH.sub.2 OH                                                                              OCH.sub.3  OCH.sub.3                                                                             CH                                       13        CH.sub.2 OH                                                                              Cl         OCH.sub.3                                                                             CH                                       14        CH.sub.2 CN                                                                              CH.sub.3   OCH.sub.3                                                                             CH                                       15        CH.sub.2 CN                                                                              Cl         OCH.sub.3                                                                             CH                                       16        CH.sub.2 CN                                                                              OCH.sub.3  OCH.sub.3                                                                             CH                                        ##STR68##                                                                     17        CH.sub.2 OCH.sub.3                                                                       CH.sub.3   CH.sub.3                                                                              CH                                       18        CH.sub.2 OCH.sub.3                                                                       CH.sub.3   OCH.sub.3                                                                             CH                                       19        CH.sub.2 OCH.sub.3                                                                       OCH.sub.3  OCH.sub.3                                                                             CH                                       20        CH.sub.2 OCH.sub.3                                                                       CH.sub.3   OCH.sub.3                                                                             N                                        21        CH.sub.2 OCH.sub.3                                                                       OCH.sub.3  OCH.sub.3                                                                             N                                         ##STR69##                                                                     22        N(CH.sub.3).sub.2                                                                        CH.sub.3   OCH.sub.3                                                                             CH                                       23        N(CH.sub.3).sub.2                                                                        OCH.sub.3  OCH.sub.3                                                                             CH                                       24        N(CH.sub.3).sub.2                                                                        CH.sub.3   OCH.sub.3                                                                             N                                        25        N(CH.sub.3).sub.2                                                                        OCH.sub.3  OCH.sub.3                                                                             N                                         ##STR70##                                                                     26        N(CH.sub.3).sub.2                                                                        OCH.sub.3  OCH.sub.3                                                                             CH                                       27        N(CH.sub.3).sub.2                                                                        OCH.sub.3  CH.sub.3                                                                              CH                                       28        N(CH.sub.3).sub.2                                                                        CH.sub.3   CH.sub.3                                                                              CH                                       29        N(CH.sub.3).sub.2                                                                        OCH.sub.3  OCH.sub.3                                                                             N                                        30        N(CH.sub.3).sub.2                                                                        Cl         OCH.sub.3                                                                             CH                                       ______________________________________                                    

TEST A

Seeds of crabgrass (Digitaria spp.), barnyard-grass (Echinochloa crusgalli), wild oats (Avena fatua), cheatgrass (Bromus secalinus), velvetleaf (Abutilon theophrasti), morningglory (Ipomoea spp.), cocklebur (Xanthium pensylvanicum), sorghum, corn, soybean, sugarbeet, cotton, rice, wheat and purple nutsedge (Cyperus rotundus) tubers were planted and treated preemergence with the test chemicals dissolved in a non-phytotoxic solvent. At the same time, these crop and weed species were treated with a soil/foliage application. At the time of treatment, the plants ranged in height from 2 to 18 cm. Treated plants and controls were maintained in a greenhouse for sixteen days, after which all species were compared to controls and visually rated for response to treatment. The ratings, summarized in Table A, are based on a numerical scale extending from 0=no injury, to 10=complete kill. The accompanying descriptive symbols have the following meanings:

C=chlorosis/necrosis;

B=burn;

D=defoliation;

E=emergence inhibition;

G=growth retardation;

H=formative effect;

U=unusual pigmentation;

X=axillary stimulation;

S=albinism; and

6Y=abscised buds or flowers.

    TABLE A        Cmpd. 1 Cmpd. 2 Cmpd. 3 Cmpd. 4 Cmpd. 5 Cmpd. 6 Compound 7 Compound 8      Compound 9  Compound 10 Compound 11 Compound 12 Rate kg/ha 0.05 0.05      0.05 0.05 0.05 0.05 0.05 0.01 0.05 0.01 0.05 0.01 0.05 0.01 0.05 0.01      0.05 0.01        POSTEMERGENCE Morningglory 10C 10C 9C 9C 9C 10C 5C,9G 2H 9C 3C,9G 9C      4C,9G 10C 2C,7G 3C,7H 5G 10C 10C Cocklebur 10C 10C 10C 4C,9H 9C 5C,9G      4C,9G 3H 9C 5C,9H 10C 9C 10C 3C,9H 3C,9G 1C 10C 4C,9G Velvetleaf 9C 9C      9C 4C,8H 10C 5C,9G 3C,7G 0 5C,9G 3C,6G 9C 4C,8G 5C,9G 0 2H 0 10C 10C      Nutsedge 9C 6C,9G 5C,9G 9G 4C,9G 2G 0 0 2C 0 4C,8G 0 5G 0 0 0 9C 2C,8G      Crabgrass 4C,9G 6C,9G 9G 4G 9G 5G 3G 0 5C,9G 5G 4C,9G 4G 5G 0 3G 0 9C      4C,9G Giant Foxtail     -- -- 2C,5G 2G 4C,9G 3G 5C,9G 3C,8G 3C,6G 0 4G 0      9C 5C,9G Barnyardgrass 5C,9G 9C 6C,9H 5C,9G 9C 9H 3C,8H 3H 3C,9H 7H 10C      2C,7H 3C,7H 0 5H 0 9C 9C Cheatgrass 5C,9G 6C,9G 4C,9G 4C,9G 5C,9G 3G 7G      5G 8G 5G 4C,8G 7G 4G 0 5G 0 9C 4C,9G Wild Oats 3C,9G 5C,9G 3C,9G 5C,9G      4C,9H 3G 3C,8G 2C,7G 4C,9G 3C,9G 4C,9G 7G 2C,6G 0 4C,9G 8G 4C,9G 2C,9G      Wheat 2C,9G4C,9G 5G 9G 9G 0 9G 8G 3C,9G 9G 9C 8G 2C,6G 2G 4C,9G 8G 9C 9C      Corn 4C,9G 9C 9G 5C,9H 5C,9G 3C,7H 3C,8H 2H 5C,9G 3C,9H 9C 5C,9G 2C,8H      3H 9G 0 10C 10C Barley     -- -- 3C,8G 5G 3C,8G 5G 4C,9G 4C,9G 6G 2G 5G      0 9C 9C Soybean 3C,9G 5C,9G 2H,5G 1H,3G 4C,8G 1H 4C,9G 1H 3C,8G 3C,7G 9C      5C,9G 3C,7G 2G 0 0 9C 5C,9G Rice 5C,9G 9C 5C 9C 5C,9G 5C,9G 3C,9G 5G      4C,8G 2C,5G 9C 5C,9G 2C,8G 4G 4C,9G 5G 9C 9C Sorghum 9C 9C 9C 9C 4C,9G      9G 3C,9G 2C,7G 3C,9G 3C,7G 5C,9G 3C,9G 3C,9H 2C,7G 3C,5G 2C 9C 9C Sugar      beet 9C 9C 9C 9C 9C 6G 5C,9H 3C,8G 9C 4C,8G 9C 9C 3C,8G 3C,8G 3C,8G      2C,2H 10C 9C Cotton 9C 9C 9C 4C,9H 9C 5C,9G 5H 2G 4C,9G 2C,5G 10C 5C,9G      2C,8G 5G 5G 0 10C 4C,9H Bushbean Cassia PREEMERGENCE Morningglory 9G 9G      9G 9G 8G 6G 0 2G 2G 1H 8G 0 2G 0 9G 3G 6G 0 Cocklebur 8H 9H 9H 7H 7G --      0 -- 3C,5G 1H 7H 2H 1H 0 -- 2H 4G 2H Velvetleaf 5C,9G 9C 5C,9G 5G 8G 8G      0 0 5H 0 6H 0 0 0 4G 0 4G 0 Nutsedge 10E 10E 10E 6G 7G 0 0 0 4G 0 9G 0 0      0 0 0 8G 5G Crabgrass 4C,8G 2C,8G 5G 0 4G 2G 0 0 0 0 2G 0 0 0 0 0 7G 4G      Giant Foxtail     -- -- 0 0 3G 0 3G 0 0 0 0 0 6G 0 Barnyardgrass 5C,9H      4C,9H 9H 5G 9H 5G 0 0 5H 0 8H 0 0 0 0 0 6H 0 Cheatgrass 9H 10E 3C,8H 8G      9H 3G 0 0 7G 0 8G 0 0 0 0 0 6G 2G Wild Oats 5C,9G 4C,8H 4C,9G 5C,9G      2C,9G 4G 0 0 2C,3G 0 1C 0 0 0 0 0 5G 0 Wheat 5C,9H 10E 8G 9G 3C,9G 0 0 0      8G 0 7G 2G 0 0 0 0 7G 0 Corn 5C,9G 4C,9G 2C,9H 2U,9G 3C,9G 2C,7G 0 0      3C,7G 2C,2G 3C,8G 2G 3G 0 2C,6G 0 2C,7G 2G Barley     -- -- 0 0 2G 0 0 0      0 0 0 0 2C,3G 0 Soybean 3C,5G 3C,5G 3G 0 2G 1C,1H 0 0 4H 2H 2C,2H 0 0 0      0 0 2C,3G 0 Rice 10E 10E 10E 10E 5C,9H 9H 0 0 9H 3G 9H 7H 7G 0 8H 0      2C,9G 0 Sorghum 5C,9H 5C,9H 5C,9H 9H 2U,9H 9H 2G 0 9H 3C,3G 9H 2C,5G 8H      0 5G 0 3C,9H 3G Sugar beet 4C,9G 4C,9G 4C,9G 5C,9G 8G 7G 2G 0 5H 3H 8G      5H 3G 0 7H 0 8G 3G Cotton 4C,9G 9G 8G 7G 8G 0 0 0 5C,9G 3G 9G 2G 5G 0 7G      2G 2G 0 Bushbean Cassia        Compound 13 Compound 14 Compound 15 Compound 16 Cmpd. 17 Cmpd. 18      Cmpd. 19 Cmpd. 20 Cmpd. 21 Compound 22 Compound 23 Rate kg/ha 0.05 0.01      0.05 0.01 0.05 0.01 0.05 0.01 0.05 0.05 0.05 0.05 0.05 0.05 0.01 0.05      0.01        POSTEMERGENCE Morningglory 9C 8G 10C 6C,9G 4C,8G 2C,5G 10C 9C 0 1C,2H      4C,9G 4C,5G 4C,9G 10C 4C,9G 3C,7G 3C,7G Cocklebur 7H 1H 10C 5C,9H 9C 7H      10C 10C 2C,9G 3C,9H 9C 10C 10C 4C,8G 2C,8G 5C,9H 2C,9H Velvetleaf 9C 7G      10C 4C,8H 3C,7H 6G 10C 9C -- -- -- -- -- 9C 2C,8G 9C 9C Nutsedge 9G 5G      9G 2C,5G 5G 2G 9G 4C,9G 1C,9G 2C,8G 9C 2C,9G 2C,9G 2C,9G 8G 4C,9G 3C,9G      Crabgrass 9C 5G 9C 3C,8G 3C,8G 2G 2C,9G 3C,8G 0 4G 2C,8G 1C,5G 4G 3C,9G      2C,8G 9C 4C,9G Giant Foxtail 3C,9G 2G 6C,9G 3C,8G 3C,7G 2G 9C 9C -- --      -- -- -- 5C,9G 2C,9G 9C 5C,9G Barnyardgrass 9C 9H 9C 5C,9G 2C,9H 8H 9C      9C 0 2C,8H 3C,9H 2C,7H 3G 4C,9G 2C,8H 4C,9H 3C,9H Cheatgrass 6G 0 9G 7G      2G 0 3C,8G 2C,8G -- -- -- -- -- 2C,8G 6G 5C,9G 3C,9G Wild Oats 0 0 6C,9G      3C,7G 3C,8G 2C,6G 9C 5C,9G 0 2G 1C 1C,3G 0 3C,8G 2C,6G 4C,9G 3C,7G Wheat      0 0 5C,9G 4C,9G 2C,9G 7G 9C 5C,9G 0 0 1C 2G 0 2C,5G 5G 3C,9G 9G Corn 9C      4C,9G 9C 10C 5C,9H 2C,9H 10C 10C 1C,3G 2C,7G 1C,7H 2C,4G 0 3C,8G 4C,8G      9C 9C Barley 2C,8G 2C,5G 5C,9G 6C,9G 2C,9G 2C,7G 9C 3C,8G -- -- -- -- --      5C,9G 2C,9G 4C,9G 4C,9G Soybean 2C,4H 0 4C,8H 3C,3H 0 0 4C,8H 3H,7G      2C,8G 4C,9G 5C,9G 5C,9G 5C,9G 4C,8G 2C,7G 4C,9H 4C,9G Rice 5C,9G 5C,9G      9C 5C,9G 5C,9G 7G 9C 9C 5G 2C,7G 3G 4C,7G 2C,8G 4C,9G 3C,9G 6C,9G 5C,9G      Sorghum 9C 3C,9G 4C,9G 5C,9G 3C,9G 2C,9H 9C 5C,9G 2C,9G 2C,9G 2C,9H 9G      2C,9H 3C,9G 3C,9G 4C,9G 4C,9G Sugar beet 9C 3C,5G 10C 9C 9C 4C,8H 10C      10C 3G 7G 2C,8G 5C,9H 5C,9G 4C,9G 7G 10C 9C Cotton 3C,8G 2C,7G 3C,9H      3C,7G 3C,7G 3G 3C,9H 6G 4C,9G 4C,9G 4C,9G 5C,9G 4C,9G 10C 2C,4G 9C 4C,9H      Bushbean       -- -- 4C,8G,6Y 4C,9G,6Y 6C,9G,6Y 6C,9G,6Y 5C,9G,6Y Cassia            -- -- 4G 2C,5H 4C,8G 1C 1C,4G PREEMERGENCE Morningglory 6G 0 3H 0      2C,3H 0 9G 9G 8G 8G 9G 9G 9C 5G 2G -- 0 Cocklebur 0 0 4G 0 2H 0 9H 9H 9H      9G 9H 9H -- 1C,4G 2H 5H 0 Velvetleaf 0 0 2C,4G 2H 4G 0 10C 9C -- -- --      -- -- 2C,4G 0 2G 0 Nutsedge 2G 0 5G 0 0 0 10E 6G 3G 10E 10E 9G 8G 0 0 0      0 Crabgrass 2G 0 4C,8G 6G 9H 0 3C,5G 5G 3G 5G 3G,1C 0 0 2C 0 5G 0 Giant      Foxtail 0 0 3G 2G 3G 0 3C,9H 3C,8H -- -- -- -- -- 0 0 4G 0 Barnyardgrass      0 0 7H 2G 5G 0 5C,9H 3C,8H 0 4C,8H 2C,7H 6G 2H 0 0 3G 0 Cheatgrass 0 0      5G 0 3G 0 10E 7G -- -- -- -- -- 8G 0 7G 0 Wild Oats 0 0 4G 0 2G 0 5C,9H      3C,8G 2G 2C,8G 1C 6G 1C,5G 2C,4G 0 2G 0 Wheat 0 0 7G 0 7G 0 10E 4C,9H 0      6G 1C 3G 6G 1C,5G 0 0 0 Corn 5G 0 3C,6G 3C,3G 3C,3G 0 5C,9H 4C,8H 2C,5G      2C,7H 2C,8G 2C,6G 1C,7G 2C,7G 0 2G 0 Barley 2G 0 2C,6G 0 5G 0 5C,9G      4C,9G -- -- -- -- -- 0 0 0 0 Soybean 3G 0 0 0 0 0 6G 3C,4G 1C 2C,8H      2C,3H 2C,7H 3C,4H 2C,4G 0 0 0 Rice 7G 3G 3C,8H 0 8G 0 10E 10E 4C,6G      4C,8H 2C,8G 2C,7G 4C,9H 2C,8G 0 0 0 Sorghum 2C,8G 3G 4C,9H 0 3C,9H 0      5C,9H 5C,9H 2C,7G 3C,9H 2C,9H 2C,8H 2C,8H 2C,9H 0 3G 0 Sugar beet 7H 6G      7G 6G 9G 5G 9G 3C,9G 8G 8G 2C,9G 4C,9G 2C,9G 2H 0 0 0 Cotton 0 0 1C 0 0      0 9G 8G -- -- -- -- -- 7G 0 0 0 Bushbean       ---- ---- -- -- -- Cassia            -- -- 3C,5G 9C 2C,8G 7G 8G        Cmpd. 24 Cmpd. 25 Compound 26 Compound 27 Compound 28 Compound 29      Compound 30 Rate kg/ha 0.05 0.05 0.05 0.01 0.05 0.01 0.05 0.01 0.05 0.01 0      .05 0.01        POSTEMERGENCE Morningglory 10C 10C 5C,9G 3C,5G 3C,7G 2C,4G 2C,4G 2C,3G 2      C,8G 1C 2G 2G Cocklebur 10C 10C 5C,9G 3C,9G 3C,8H 2H,5G 4G 2G 4C,9H      2C,8H 8H 2H Velvetleaf 5C,8G 2C,7G 10C 3C,9G 4C,9H 2C,5G 8G 5G 2C,8G 8G      2C,8G 3G Nutsedge 2C,8G 2C,9G 2C,5G 3C,7G 2C,5G 4G 5G 0 2C,8G 3G 2C,8G      3G Crabgrass 5C,9G 3C,9G 5C,9G 4C,9G 2C,8G 3G 4G 0 4C,8G 3C,7G 3C,9G 5G      Giant Foxtail 9C 9C 9C 5C,9G 3C,8G 3C,6G 3G 2G 9C 3C,7G 5C,9H 9H      Barnyardgrass 9C 4C,9G 4C,9H 9C 4C,9H 3C,8H 3C,7H 7H 9C 4C,9H 4C,9H 9C      Cheatgrass 2C,8G 2C,8G 4C,9G 3C,8G 7G 2C,3G 7G 2G 3C,9G 7G 4G 0 Wild      Oats 4C,7G 3C,7G 2C,9G 7G 3C,7G 2G 2C,5G 2G 5C,9G 6G 2C,6G 3G Wheat      1C,5G 1C,7G 9G 4G 7G 3G 2G 0 6G 7G 3G 0 Corn 8C 4C,9G 3C,9G 9C 4C,9H      3C,9H 3C,8H 3C,9H 9C 4C,9G 3C,9H 3C,9H Barley 5C,9G 5C,9G 3C,8G 4C,9G 7G      2C,5G 3G 0 9C 4C,9G 9G 4G Soybean 6C,9G 5C,8G 4C,9G 3C,8G 3C,8H 3H,5G      3C,8G 2G 4C,9G 3C,7H 3H 0 Rice 9C 5C,9G 9C 5C,9G 4C,9G 4C,9G 2C,8G 6G 9C      9C 4C,9G 8G Sorghum 3C,9G 2C,9G 3C,9G 4C,9G 4C,9G 3C,9G 3C,5G 2C,8G 9C      5C,9G 4C,9H 2C,9G Sugar beet 10C 3C,8G 5C,9G 7H 3C,7G 3C,7H 3C,6G 2H      3C,5G 2H 4C,8G 2C,5G Cotton 10C 2C,9G 9C 6G 3C,8G 3C,7G 4G 0 8G 2G 3C,8G      7G Bushbean Cassia PREEMERGENCE Morningglory 2C,5G 5G 8G 5G 2C,5G 0 3G 0 7      G 0 0 0 Cocklebur 2C,5G 2C,4G 8H -- 2G 0 -- -- 7G 0 0 0 Velvetleaf 3C,4G      0 9G 8G 4C,9G 6G 4G 2H 4C,9G 7H 5G -- Nutsedge 8G 2C,8G 9G 6G 2G 0 0 0      4G 0 8G 10E Crabgrass 2C,8G 2C 5C,9G 6G 9C 0 -- 0 6G 0 2G 0 Giant      Foxtail 3G 0 9C 8G 9H 5G 2C 0 9H 0 4G 0 Barnyardgrass 2C,4G 0 9H 3C,7H      3C,9H 6G 3G 0 9H 2G 2C,7G 0 Cheatgrass 2C,7H 0 8G 7G 3C,8G 6G 3G 0 8G 2G      5G 2G Wild Oats 2C,2G 0 9G 2C,7G 3C,9G 8G 2C,5G 0 8G 2C,6G 2C,4G 0 Wheat      2C,7G 0 9G 7G 9H 7G 3G 0 8G 6G 0 0 Corn 2C,5G 0 9G 2C,5G 2C,9G 2C,7G 3G      0 8G 6G 2C,7G 4G Barley 4G 0 9G 8G 2C,9G 5G 0 0 9G 4G 9G 2G Soybean      2C,5G 0 2C,7G 0 3C,5G 2C,2G 0 0 5G 0 0 0 Rice 3C,8G 2C,5G 3C,9H 8G 9H      3C,8H 2C,6G 0 3C,9H 3C,8G 3C,8H 5G Sorghum 3C,9H 1C,4G 9G 3G 2C,8G 2C 2G      0 2C,9G 3C,8G 3C,8G 0 Sugar beet 4C,8G 4G 7G 5G 7G 5G 5G 2G 6G 4G 8G 0      Cotton 5G 1C,3G 6G 2G 6G 2G 0 0 8G 2G 0 0 Bushbean Cassia 

What is claimed is:
 1. A compound of the formula ##STR71## wherein J is ##STR72## n is 0 or 1; W is O or S;Q is O, S, SO or SO₂ ; R is H or CH₃ ; R₁ is H or CH₃ ; R₂ is H or C₁ -C₃ alkyl; R₃ is H or CH₃ ; R₄ is C₃ -C₆ cycloalkyl, C₅ -C₆ cycloalkenyl, ##STR73## Si(CH₃)₂ (C₁ -C₄ alkyl), Si(CH₃)₂ (C₂ -C₄ alkenyl), Si(CH₃)₂ (C₁ -C₃ alkoxy), ##STR74## P(O)(CH₃)₂, P(O)(OCH₃)₂, CN, C₁ -C₄ alkylcarbonyl, C₃ -C₄ cycloalkylcarbonyl, NR₉ R₁₀ or C₁ -C₂ alkyl substituted with C₃ -C₅ cycloalkyl, C₁ -C₃ alkoxy, C₁ -C₃ haloalkoxy, C₂ -C₃ alkenyloxy, C₂ -C₃ haloalkenyloxy, C₁ -C₃ alkylthio, C₁ -C₃ haloalkylthio, C₁ -C₃ alkylsulfinyl, C₁ -C₃ alkylsulfonyl, C₁ -C₃ haloalkylsulfinyl, C₁ -C₃ haloalkylsulfonyl, Si(CH₃)₂ (C₁ -C₄ alkyl), NO₂, CN, C₁ -C₂ alkylcarbonyl, OH, NR₉ R₁₀, CO₂ (C₁ -C₃ alkyl), SCN, P(O)(OCH₃)₂ or SO₂ NR₁₁ R₁₂ ; R₅ is H or C₁ -C₂ alkyl; R₆ is H or CH₃ ; R₇ is H or CH₃ ; R₈ is H, F, Cl, Br, CH₃, OCH₃ or SCH₃ ; R₉ is H or C₁ -C₃ alkyl; R₁₀ is H or C₁ -C₃ alkyl; or R₉ and R₁₀ may be taken together to form (CH₂)₄, (CH₂)₅ or CH₂ CH₂ OCH₂ CH₂ ; R₁₁ and R₁₂ are independently H or C₁ -C₃ alkyl; R₁₃ is H, C₁ -C₃ alkyl, Cl or Br; R₁₄ is H, CH₃, Cl or Br; A is ##STR75## X is H, C₁ -C₄ alkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ haloalkyl, C₁ -C₄ haloalkylthio, C₁ -C₄ alkylthio, halogen, C₂ -C₅ alkoxyalkyl, C₂ -C₅ alkoxyalkoxy, amino, C₁ -C₃ alkylamino, di(C₁ -C₃ alkyl)amino or C₃ -C₅ cycloalkyl; Y is H, C₁ -C₄ alkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ haloalkylthio, C₁ -C₄ alkylthio, C₂ -C₅ alkoxyalkyl, C₂ -C₅ alkoxyalkoxy, amino, C₁ -C₃ alkylamino, di(C₁ -C₃ alkyl)amino, C₃ -C₄ alkenyloxy, C₃ -C₄ alkynyloxy, C₂ -C₅ alkylthioalkyl, C₂ -C₅ alkylsulfinylalkyl, C₂ -C₅ alkylsulfonylalkyl, C₁ -C₄ haloalkyl, C₂ -C₄ alkynyl, azido, cyano, ##STR76## or N(OCH₃)CH₃ ; m is 2 or 3; Q₁ and Q₂ are independently O or S; R_(a) is H or C₁ -C₃ alkyl; R_(b) and R_(c) are independently C₁ -C₃ alkyl; Z is CH, CCH₃, CC₂ H₅, CCl or CBr;and their agriculturally suitable salts; provided that (a) when X is Cl, F, Br or I, then Z is CH and Y is OCH₃, OC₂ H₅, N(OCH₃)CH₃, NHCH₃, N(CH₃)₂ or OCF₂ H; and (b) when X or Y is C₁ haloalkoxy, then Z is CH; (c) when W is S, then R is H, Z is CH and Y is CH₃, OCH₃, OC₂ H₅, CH₂ OCH₃, C₂ H₅, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C.tbd.CH, OCH₂ CH₂ OCH₃, CH(OCH₃)₂ or ##STR77## (d) when R₁ is CH₃, then n is O; (e) when J is J-6, then R₁ is R₂ are not both H; (f) when the total number of carbons of X and Y is greater than four, then the number of carbons of R₄ must be less than or equal to three; (g) when J is J-12, then R₄ is other than C₁ -C₄ alkylcarbonyl; and (h) when J is J-9, then R₄ is other than CN.
 2. The compounds of claim 1 wherein:J is J-1, J-2, J-3, J-4, J-5 or J-6; and R₄ is C₃ -C₆ cycloalkyl, C₅ -C₆ cycloalkenyl, ##STR78## Si(CH₃)₂ (C₁ -C₄ alkyl), Si(CH₃)₂ (C₂ -C₄ alkenyl), Si(CH₃)₂ (C₁ -C₃ alkoxy), ##STR79## P(O)(CH₃)₂, P(O)(OCH₃)₂, CN, NR₉ R₁₀ or C₁ -C₂ alkyl substituted with C₃ -C₅ cycloalkyl, C₁ -C₃ alkoxy, C₁ -C₃ haloalkoxy, C₂ -C₃ alkenyloxy, C₂ -C₃ haloalkenyloxy, C₁ -C₃ alkylthio, C₁ -C₃ haloalkylthio, C₁ -C₃ alkylsulfinyl, C₁ -C₃ alkylsulfonyl, C₁ -C₃ haloalkylsulfinyl, C₁ -C₃ haloalkylsulfonyl, Si(CH₃)₂ (C₁ -C₄ alkyl), NO₂, CN, NR₉ R₁₀, CO₂ (C₁ -C₃ alkyl), SCN, P(O)(OCH₃)₂ or SO₂ NR₁₁ R₁₂.
 3. The compounds of claim 1 whereR₄ is C₃ -C₆ cycloalkyl, C₅ -C₆ cycloalkenyl, ##STR80## Si(CH₃)₂ (C₁ -C₄ alkyl), Si(CH₃)₂ (C₂ -C₄ alkenyl), Si(CH₃)₂ (C₁ -CH₃ alkoxy), ##STR81## P(O)(CH₃)₂, P(O)(OCH₃)₂, C₁ -C₄ alkylcarbonyl, C₃ -C₄ cycloalkylcarbonyl, NR₉ R₁₀ or C₁ -C₂ alkyl substituted with C₃ -C₅ cycloalkyl, C₁ -C₃ alkoxy, C₁ -C₃ haloalkoxy, C₂ -C₃ alkenyloxy, C₂ -C₃ haloalkenyloxy, C₁ -C₃ alkylthio, C₁ -C₃ haloalkylthio, C₁ -C₃ alkylsulfinyl, C₁ -C₃ alkylsulfonyl, C₁ -C₃ haloalkylsulfinyl, C₁ -C₃ haloalkylsulfonyl, Si(CH₃)₂ (C₁ -C₄ alkyl), NO₂, CN, C₁ -C₂ alkylcarbonyl, OH, NR₉ R₁₀, CO₂ (C₁ -C₃ alkyl), SCN, P(O)(OCH₃)₂ or SO₂ NR₁₁ R₁₂.
 4. The compounds of claim 1 whereW is O; R is H; X is C₁ -C₂ alkyl, C₁ -C₂ alkoxy, Cl, F, Br, I, OCF₂ H, CH₂ F, CF₃, OCH₂ CH₂ F, OCH₂ CHF₂, OCH₂ CF₃, CH₂ Cl or CH₂ Br; and Y is H, C₁ -C₂ alkyl, C₁ -C₂ alkoxy, CH₂ OCH₃, CH₂ OCH₂ CH₃, NHCH₃, N(OCH₃)CH₃, N(CH₃)₂, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C.tbd.CH, OCH₂ CH₂ OCH₃, CH₂ SCH₃, CH₂ SCH₂ CH₃, OCH₂ CH₂ OCH₃, ##STR82## OCF₂ H, SCF₂ H, C.tbd.CH or C.tbd.CCH₃ ; and Z is CH; andwhen R₄ is meta to the sulfonylurea bridge, then it is selected from CH₂ OCH₃, CH₂ OCH₂ CH₃, CH₂ CH₂ OCH₃, CH₂ SCH₃, CH₂ SCH₂ CH₃, CH₂ CH₂ SCH₃, CH₂ CN, NH₂, NHCH₃, N(CH₃)₂ or CH₂ OH.
 5. The compounds of claim 4 whereR₄ is C₃ -C₆ cycloalkyl, C₅ -C₆ cycloalkenyl, cyclopropylmethyl, Si(CH₃)₃, NH₂, NHCH₃, N(CH₃)₂, CH₂ P(O)(OCH₃)₂, CHO, C(O)CH₃, CH₂ CHO, CH₂ CO₂ CH₃ or C₁ -C₂ alkyl substituted with C₁ -C₂ alkoxy, C₁ -C₂ alkylthio, C₁ -C₂ alkylsulfinyl, C₁ -C₂ alkylsulfonyl, CN, OH or SO₂ N(CH₃)₂.
 6. The compounds of claim 5 whereinR₁ is H; R₂ is H or CH₃ ; R₃ is H; R₅ is H or CH₃ ; R₆ is H; R₇ is H; R₈ is H; R₁₃ is H, CH₃ or Cl; R₁₄ is H, CH₃ or Cl; and Q is O, S or SO₂.
 7. The compounds of claim 6 whereR₄ is ortho to the sulfonylurea bridge and is selected from Si(CH₃)₃, NH₂, NHCH₃, N(CH₃)₂, CH₂ OCH₃, CH₂ OCH₂ CH₃, CH₂ CH₂ OCH₃, CH₂ SCH₃, CH₂ SCH₂ CH₃, CH₂ CH₂ SCH₃, CH₂ SO₂ CH₃, CH₂ SO₂ CH₂ CH₃, CH₂ CH₂ SO₂ CH₃, CH₂ CN, CH₂ CH₂ CN or CH₂ CH₂ SO₂ N(CH₃)₂ ; X is CH₃, OCH₃, OCH₂ CH₃, Cl, OCF₂ H or OCH₂ CF₃ ; and Y is CH₃, OCH₃, C₂ H₅, CH₂ OCH₃, NHCH₃, CH(OCH₃)₂ or cyclopropyl.
 8. The compound of claim 1 which is N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-6-(methoxymethyl)-2-methylbenzo[b]thiophene-7-sulfonamide, 1,1-dioxide.
 9. The compound of claim 1 which is N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-6-(trimethylsilyl)benzo[b]thiophene-7-sulfonamide, 1,1-dioxide.
 10. The compound of claim 1 which is N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-6-(cyanomethyl)-2-methylbenzo[b]thiophene-7-sulfonamide, 1,1-dioxide.
 11. An agriculturally suitable composition for controlling the growth of undesirable vegetation comprising an effective amount of a compound of claim 1 and at least one of a surfactant, solid or liquid diluent.
 12. An agriculturally suitable composition for controlling the growth of undesirable vegetation comprising an effective amount of a compound of claim 2 and at least one of a surfactant, solid or liquid diluent.
 13. An agriculturally suitable composition for controlling the growth of undesirable vegetation comprising an effective amount of a compound of claim 3 and at least one of a surfactant, solid or liquid diluent.
 14. An agriculturally suitable composition for controlling the growth of undesirable vegetation comprising an effective amount of a compound of claim 4 and at least one of a surfactant, solid or liquid diluent.
 15. An agriculturally suitable composition for controlling the growth of undesirable vegetation comprising an effective amount of a compound of claim 5 and at least one of a surfactant, solid or liquid diluent.
 16. An agriculturally suitable composition for controlling the growth of undesirable vegetation comprising an effective amount of a compound of claim 6 and at least one of a surfactant, solid or liquid diluent.
 17. An agriculturally suitable composition for controlling the growth of undesirable vegetation comprising an effective amount of a compound of claim 7 and at least one of a surfactant, solid or liquid diluent.
 18. An agriculturally suitable composition for controlling the growth of undesirable vegetation comprising an effective amount of a compound of claim 8 and at least one of a surfactant, solid or liquid diluent.
 19. An agriculturally suitable composition for controlling the growth of undesirable vegetation comprising an effective amount of a compound of claim 9 and at least one of a surfactant, solid or liquid diluent.
 20. An agriculturally suitable composition for controlling the growth of undesirable vegetation comprising an effective amount of a compound of claim 10 and at least one of a surfactant, solid or liquid diluent.
 21. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 1. 22. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 2. 23. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 3. 24. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 4. 25. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 5. 26. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 6. 27. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 7. 28. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 8. 29. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 9. 30. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 10. 